Boston Bus Tours

Boston Bus Tours | Which Are the Best?

This post explains the reviews the various Boston bus tours available to you, including hop-on-hop-off trolleys, amphibious vehicles, themed tours, and day trips. 

We also provide tips on discounts and value.



Disclosure: While our recommendations are always unbiased, we may receive a small share of sales through some of the links below at no cost to you. See the full text.


TIP: If you are considering a tourist discount pass for your time in Boston, be sure to read our guide to Boston tourist attraction passes.



This company offers 18 hop-on and hop-off stops where you can get on and off as often as you wish (within your ticket time period).

Tours operate from 9 am – 5 pm from April through October and 9 am – 4 pm from November through March.

Stops are made at locations such as the USS Constitution, the Cheers Bar, Fenway Park, the Boston Convention Center, and more.




Of all the trolley companies, Old Town Trolley is the best-reviewed company of all the 4 trolley companies in Boston, but it is also the most expensive.

Although there are a few negative comments here and there, this company has a 4 ½ out of 5 stars rating overall on TripAdvisor.

Reviews for their hop-on, hop-off service are generally favorable, with most passengers reporting that this is a very good deal.

A lot of guests enjoy the ability to hop off whenever they wish, exploring the city at their own pace.

Recommended for:  Those looking for a premium hop-on, hop-off Boston bus service.

Prices (as of May 2020):

Prices listed below are for advanced online purchase for either a 1-day hop-on, hop-off ticket, or a 2-day ticket.

If you purchase a ticket on board, the prices are slightly more expensive. 

1 Day ticket:

  • Adults – $57.75
  • Children (4-12) – $31.50
  • Children (under 4) – FREE

2 Day ticket:

  • Adults – $68.25
  • Children (4-12) – $36.75
  • Children (under 4) – FREE

Purchase your tickets here with 24-hour cancellation.


This hop on hop off company offers Boston tours year-round and their first stop is at Long Wharf Boston.

Depending on the season, they also offer a free 45-minute harbor cruise with the purchase of tickets. This is one of the more affordable options available to the visitor.


Cityview Trolley Tours Boston


It also doesn’t hurt that the company has a 4 ½ out of 5 stars rating on TripAdvisor and Get Your Guide (see some of the reviews).

Most reviews for this service are very favorable, with some guests indicating that they do a good job of staying on schedule.

Other comments suggest that this is a great way to discover the city before heading out on your own.

Prices (as of May 2020):

  • Adults (13 years or over)  $53.27
  • Children (4-12) – $27.20
  • Children (under 3) – Free
  • Purchase your tickets here with a 24-hour cancelation policy.


  • April to August: Daily. 9:30 am – 5:00 pm, Trolleys run at 10-15 minute frequency
  • September, October, November:  Daily, 9:30 am to 4:30 pm; Trolleys depart every 20-30 minutes
  • December:  Closed Tue, Wed & Thurs. * Daily Dec 26-Dec 31. 9:30 am to 3:30 am Trolleys depart every 20-30 minutes
  • January & February: Weekends Only; 9:30 am to 3:30 pm. Trolleys depart every 20-30 minutes
  • March: The 1st-15th Weekends only. Starting March 16-31 Daily. 9:30 am -3:30 pm. Trolleys depart every 20-30 minutes

Note: The free Harbor Cruise is only offered from March 16th through Nov 30, 7 days per week.


Boston Bus ToursOffered by Gray Line, this company provides hop-on, hop-off tours year-round.

With a total of 20 stops, a full circuit takes approximately 90 minutes.

That being said, if you decide to hop off and enjoy the sites for a while, you could easily spend all day exploring some of the most notable locations in Boston! I

In addition, each ticket below includes a free 45 minute Boston Harbor cruise.

This is a great way to enjoy two different tours and see as much of the city as possible in a short amount of time. Their TripAdvisor reviews are average at best.

Recommended for those who are also looking for a harbor cruise and/or to save money.

Prices (as of May 2020):

1 Day Ticket:

  • Adults – $40
  • Children (3-12) – $18
  • Children (under 3) – Free

2 Day Ticket:

  • Adults – $47
  • Children (3-12) – $23
  • Children (under 3) – Free
  • You could purchase 2-day tickets directly here.


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One of the most popular bus tours in this city is the famous Duck Tours of Boston.

This company uses WWII era amphibious landing vehicles, which work surprisingly well for touring, to take the guests on both a short city tour and a short water cruise on the Charles River.



The Duck Tours are not a hop off/hop on tour like many of the other bus tours in the area, but in 90 minutes they cover a lot of ground and the guides are usually very knowledgeable as well as entertaining.

In Boston, the duck tours leave at three different locations: one on the waterfront behind Faneuil Hall, another in the Back Bay behind the Prudential Center, and a third in Cambridge at the Museum of Science.

Recommended for: families

The reviews for Boston Duck Tours are pretty good, and the company has received an accumulated rating of 4 ½ stars on TripAdvisor. 

Prices (as of May 2020)

Additionally, if you are on a cruise ship for a quick stopover in Boston, this company has a dock at the Black Falcon Terminal.

They will shuttle you to our tour meeting sites and will take you back to the Terminal when it is time to return to your cruise ship.


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If you’re looking for a more spooky experience in Beantown, perhaps a haunted bus tour is in order.

Hear about Boston’s dark side on this 90-minute ghost bus tour with numerous costumed guides.



Tour takes place at 7 pm from April 2nd – November 15th.

The tour covers 4 different haunted locations, which includes walks through two of the city’s oldest graveyards and sights related to the Boston Strangler.

Discover some of the grisly history of this city on a fun and hair-raising bus trip. 

Recommended for:  Families with kids over 6.

Almost all of the reviews for this service are very positive, which has lead to the 4 ½ star rating that Ghosts and Gravestones Bus Tours has received on TripAdvisor.

Many guests have said that the cast of tour guides on this trip are very entertaining and informative.

Other comments suggest that this may, in fact, be the best tour in Boston, and that might be true if you’re interested in the haunted history of the city.

Prices (as of May 2020):


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On Location Tours offers a “Boston Movie Mile” Walking Tour from April to October. It is approximately 90 minutes long and covers over 30 TV shows & movie locales. 

The tour starts at Old Town Trolley Stop store and heads through beautiful Beacon Hill, the most filmed area of Boston.

Sites include locales from The Thomas Crown Affair, Good Will Hunting, Parent Trap, The Real World, The Departed, and more.

The tour concludes at that place where ‘everybody knows your name’ — the original Cheers™



Prices (as of May 2020)


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There are a lot of exciting activities and interesting historic locations both in and around the Boston area.

If you’ve ever wanted to visit Martha’s Vineyard or get a good look at Cape Cod, a day trip from Beantown is an excellent idea. 


This company offers excursions out to Martha’s Vineyard, Cape Cod, Newport, Concord, and several other locations around Boston.

If you’ve got the time, their variety of excellent day trips are perfect for either locals or visitors from out of town. Prices are more than reasonable, ranging from $50-$90.

Tours listed and prices as of May 2020:

Cape Cod Excursion – Take a trip to the bay and enjoy a cruise for only $95 per Adult and $58 per Child (3-11).

Plymouth – Walk the Pilgrim’s path and watch history come to life for $89 per Adult and $48 per Child (3-11).

Fabulous Newport – Discover the mansions of Newport and enjoy a free Trolley tour for $115 per Adult and $82 per Child (3-11).

Salem and Marblehead – Uncover the birthplace of the U.S. Navy for $58 per Adult and $34 per Child (3-11).

Fall Foliage Spectacular – Take in the sights and sounds of New England in the fall for $115 per Adult and $65 per Child (3-11).


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If you’re looking to partake in more than one tour during your visit to Beantown, a combo package could save you a lot of money.

There are a variety of combo packages and discounts available for various attractions and tours.

Here are a few options you might want to consider before booking two or more individual trips in and around the Boston area.


If you’re going to be spending more than a few days in Boston, this could be an excellent opportunity to save money and experience a lot of the attractions and tours available in the area.

The Go Boston Card offers an All-Inclusive Pass, an Explorer Pass, and a Build Your Own Pass with plenty of different tours and activities to enjoy.

If you want to combine a Duck Tour or a Trolley Tour with tickets to one of the many wonderful locations in Beantown, consider picking up one of these passes!

Be sure to read our post, that compares all the different tourist attraction discount passes available in Boston.



Here are the Bus and Trolley tours available with the Go Boston Card:

Boston Duck Tour – Included with the 3, 5, and 7-day All-Inclusive pass, Explorer pass, and Build Your Own Pass.

Cityview Trolley Tour – Included with every All-Inclusive pass, Explorer Pass, and Build Your Own Pass.

Liberty Ride Trolley Tour – Only included with the All-Inclusive pass.


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Fenway Park Tour Tickets and Discounts

Fenway Park Tour Tickets and Discounts

This post will provide useful information about Fenway Park tours, including reviews and tour highlights. We also provide tips on discount tickets and the best way to reach Fenway.



Disclosure: While our recommendations are always unbiased, we may receive a small share of sales through some of the links below at no cost to you. See the full text.


There are two different types of tours available at Fenway Park: daily tours and pre-game tours. 

Public Tours

This 1-hour tour is perfect for anyone who may or may not be familiar with the Boston Red Sox. 

It provides a lot of information about the team, their ballpark, and some of the most famous baseball stars who have ever played in Fenway.

It is available year-round, during both the regular season and the offseason.

Reviewers seem to be very happy with this activity (read reviews here).

Even visitors who didn’t know much about baseball enjoyed their experience during the public tour of Fenway. This tour was described as fun, insightful and very informative.

Visitors who didn’t enjoy the other tours recommend taking this one instead to save money and get more bang for your buck.

If you plan on taking this tour during a game day, reviewers recommend getting there as early as possible and preparing for large crowds.

Fenway in Fifteen

Fenway also offers a quick 15-minute tour for those on a budget or time constraints.

This option includes a look at the Nation’s Archives at the Royal Rooters Club and a visit to the Right Field Roof Deck. 


Fenway Park Tours


At the end of your short journey through Red Sox history, you’ll be treated to a wonderful panoramic view of both the ballpark and the Boston skyline.

This tour is only available on game days and weekends from 12 pm – 3 pm.

  • Ticket Prices: $15 for Adults | $15 for Children
  • Availability: Daily
  • Duration: 15 minutes

This is an excellent option if it’s game day and you don’t have a lot of time before the game. The Rooters Club includes a lot of wonderful memorabilia and it’s a great place for sports history buffs to visit. 

Sadly, some guests indicate that you might not see much more on this tour than you would during the average game at Fenway Park. 

Some visitors feel that the panoramic view is nice, but other reviewers say it is no better than any view you will experience while at a game.


Even if you decide to come on a game day, there are still tours available at Fenway Park.

In this section, we will describe each tour option and include details such as ticket prices & availability.

NOTE: The public tour listed above is also available on game days.

Pre-Game Tour

This experience allows guests into the park before the general public and opens with a trip to the warning track where you can walk in the footsteps of Red Sox legends such as Johnny Damon and Ted Williams. 

The Pregame Tour ends with a visit to the Monster Seats on top of the Green Monster where you will have a great chance of grabbing a fly ball off the bats of players who are warming up.

Tickets for this tour are only available at the park on game days approximately 3 hours before the game begins.

  • Ticket Prices: $35 for Adults | $35 for Children
  • Availability: Only on game days
  • Duration: 45-60 minutes

This tour is popular among die-hard fans who are familiar with the history of Fenway and want to enjoy the opportunity to explore areas which are typically off limits to visitors. 

Red Sox fans tend to appreciate the chance to sit in seats which are usually reserved and visit the Green Monster.

Unfortunately, this tour is not always as informative as the public tour, but it’s still valuable for fans of the team. Several guests note that batting practice is free to watch if you arrive early, so you don’t need to pay extra to see it on this tour.

Premium Day Game Tour

If you’re looking for a more family-friendly tour of Fenway Park, this is going to be your best option. 


Fenway Park Game-day Tours


Not only will you have the opportunity to meet Wally the Green Monster, but you’ll also have the chance to take a photo on the warning track.

Additionally, you will learn a lot about the history of Fenway and the Boston Red Sox.

This tour is only available for afternoon games before 3 pm. You may be asked to pay an extra fee for your picture.

  • Ticket Prices: $35 for Adults | $35 for Children
  • Availability: Only on afternoon game days
  • Duration: 45-60 minutes

Much like the pregame tour, this option is particularly popular among Red Sox fans who want the opportunity to meet their favorite mascot and get a photo at Fenway. 

Several customers have been unhappy about paying extra to receive the photo which is taken either in front of home plate or on the warning track. 

This opportunity may not be worth the extra cost for visitors who are more interested in learning about the park and its history.

Click here for more information on tours of Fenway Park.

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If you’re looking for a good deal on one of the tours at Fenway Park, there are a few options to consider.

The following section will provide details about all of the different ways you can save money on this activity.

Boston Go Card

This is going to be the best way to save money on the Fenway Park tour. The Boston Go Card has 3 options and all include the Public Fenway Park Tour.

If you get the Boston Go Card, you can save 20% on tickets for this service when purchasing admission for two or more attractions with their Build Your Own Pass option. 



Travelers considering this card can choose from 35 additional attractions in order to build a tourist pass that works for them. 

Alternatively, you can also get the All-Inclusive Pass which includes the Fenway Park tour and 40 additional attractions for one flat price.

Here are just a handful of the additional activities and locations included with the cost of this pass:

  • Red Sox Game Ticket
  • Boston Duck Tour
  • New England Aquarium
  • Six Flags New England
  • Franklin Park Zoo
  • Museum of Science
  • Blue Man Group Ticket
  • And more!

If you’re interested in even a few of these attractions, you could save a lot of money with this service.

The Fenway tour is only available with the 3, 5, and 7 day passes, which are called the Explorer Pass.

Military Discounts

Guests who have either served or are currently serving in the military are eligible for a $3 discount on tickets for the public tour of Fenway.

In order to take advantage of this opportunity, you must purchase tickets directly from Fenway Park and provide your military identification.

Discount Sites

In addition to the opportunities listed above, you can also save some money on Fenway park tour tickets by using services such as Groupon and Living Social.

Both of these sites offer additional coupon codes every now and then to sweeten the deal, helping you to save an extra 20% off or more on local activities.

Make sure to check both the top and bottom of the discount site for banners with coupons that you can use for additional savings.


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There are a few different ways to get tickets for Red Sox games.

In addition to single-game tickets, you can also purchase a ticket package for multiple games which is typically available at a discount. 



Depending on where your seat is located, you can expect ticket prices to range from $20 for the upper bleachers to $150+ for the field boxes.

Get Tickets Online

If you’re looking to order tickets online, you can do so directly from the website.

However, you might find even better discounts and prices by using StubHub instead. This is an online marketplace for people who have purchased tickets to events that they can no longer attend. 

If you buy tickets well in advance, you can even save money over the normal ticket price.

Get Tickets at the Park

Needless to say, you can purchase game day tickets directly at the park if they are available.

Popular game days may be sold out when you arrive, so it’s probably a better idea to purchase tickets online ahead of time.


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This section will provide details to help you plan a trip to Fenway Park, whether for a tour or a baseball game.

We will include information about how to get there, parking, tour hours and more.

How to Get to Fenway

Fenway Park is located at 4 Yawkey Way, Boston, MA 02215.

Regardless of which way you choose to get here, we recommend using this Google Maps link for directions to the stadium.


How to Get to Fenway Park


There are several different options for traveling to Fenway, but we recommend the following forms of transportation for their ease of use and affordability.


There are 3 train stations you can stop at which will get you close to Fenway Park:

  • Fenway Station D/Green Line
  • Kenmore Station D/Green Line
  • Yawkey Station

For help navigating the trains, make sure to read our post about mastering the Boston subway system.

Hop-on-Hop-Off Bus

Some of the hop-on-hop-off trolleys and bus tours offered in Boston make a stop at Fenway Park.

If you’re already intending to use these services while on vacation, this could be a quick and easy way to save money on your trip to this historic stadium.

For more information, visit our post comparing the various bus and trolley tours in the area.


If you’re planning to drive, there are a few parking options you may want to consider. The most popular choice is a garage right across the street, but it fills up fast. Here are a few alternatives:

Prudential Center

  • 10-15 minute walk
  • $18 Red Sox parking
  • Only available for night games/weekends

Hynes Auditorium

  • 5-10 minute walk
  • $18 Red Sox parking
  • Only available on weekends

Street Parking

  • Check Boylston St, Brookline Ave, Yawkey Way
  • Cheaper option if you’re taking the tour

Fenway Park Tour Hours

During the Season:

  • 9 am – 5 pm
  • The last tour departs at 5 pm on non-game days.
  • On game days, the last tour departs 3 hours before the first pitch.

During the Offseason:

  • 10 am – 5 pm
  • November 1st – March 31st

Public tours depart at the top of every hour.

Self-Guided Fenway Park Tour

If you’re heading to Fenway Park to take in a game, make sure you see a few things while you’re there. Also, brush up on the words to Sweet Caroline.  Some of the listed items below are covered on the public tours.


This is a section of center field created by seating with a far-right corner which is 420′ from home plate. Can you imagine hitting a ball that far?! Or even worse, hitting a ball 357′ (all it would take for a homer in Philly) and not getting a home run! 

Of course, hit it to the left or right, and you’re golden. Fenway has the shortest distance to either side in MLB (310 and 302′). Make no mistake: despite the triangle, this is one of the best hitters parks in the game of baseball.


Built in the 1940s, the bullpen was extended along the right-center field bleachers to decrease the distance needed for a home run by 23′ (for the benefit of left-handed hitter Ted Williams, hence the nickname!)


Most seats in the right field section of Fenway are green with the exception of just one. This single red seat marks the distance of the longest home run.

Hit in 1946 by Ted Williams, the seat in Section 42, Row 37, Seat 21 was occupied by a gentleman who was hit in the head! 


Ted Williams Red Seat Fenway Park


After the event, he said “How far away must one sit to be safe in this park? I didn’t even get the ball. They say it bounced a dozen rows higher, but after it hit my head, I was no longer interested.”

What makes that story even better – the guy was a Yankees fan. I don’t need to tell you about the Yankees-Red Sox rivalry, right?

(Babe Ruth is said to have likely hit a home run farther, but it was before these seats were built here – and it’s Babe Ruth, so it’s a given, right?)


The most notable feature of Fenway is the Green Monster. It’s a 37′ (11 m) tall green wall in left field that steals home runs from many line-drive hitters, leading to a whole lot of doubles at Fenway.

It’s the highest wall in the MLB.


The Green Monster Fenway Park


For most of its history, it was just called “the Wall” – but then Pink Floyd came around.

The Green Monster is now also the Red Sox mascot, an actual green furry monster named Wally. They are so clever!

Located on the wall is the scoreboard that is still updated by hand.


Probably the most known fact about the Red Sox is their drought of championships – well, that and their rivalry with the Red Sox.

In 1903, the Red Sox won their first World Series. They won again in 1912, 1915, 1916 and 1918…. and then experienced an 84-year drought.


Babe Ruth Red Sox


That’s right, it wasn’t until 2004 that they won another World Series Championship. So what happened?

Many say, in a tongue-in-cheek kind of way, that it was the Curse of the Bambino. In 1920, the Red Sox sold the rights to  Babe Ruth to their rivals, the Yankees. 

Why one may ask? Well, some say it was to finance a Broadway play, of course. Ever heard of My Lady Friends? (Me either, so one may wonder if it was a wise choice!)

And since the sale of Babe Ruth, the Red Sox would not win another World Series Championship until 2004. They went to the World Series 4 times in those 84 years, losing twice to the Cardinals – and in 2004, they won against the Cardinals. 

Not only did they win, they swept the Cardinals, never falling behind once. As if that weren’t good enough, they had to beat the Yankees in order to get to the World Series.


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Boston Skyline St. Patricks DAy

Top 5 Things to Do in Boston on St. Patrick’s Day | March 17, 2020

Everyone is Irish on St. Patrick’s Day, and many people in Boston are Irish every day, so there is a big St. Paddy’s Day celebration in the Hub.  If you’re not sure what to do or where to go, we’ve got you covered!  Just watch out for Leprechauns and don’t drink too much Guinness.

Things To Do in Boston on St. Patrick’s Day

1. St. Patrick’s Day Parade through Southie

One of Boston’s oldest St. Patrick’s Day traditions is the Parade through Southie.  That’s South Boston to you. 

The 2020 St Patrick’s Day Parade has been cancellled

2. Listen to Irish Music

There are plenty of places to enjoy Irish Music on St Patrick’s Day, and the weekend before, but one of the best is at the House of Blues, Boston’s own Irish punk band, the Dropkick Murphys take a break from their busy touring schedule every year to play before the home crowd. 

Their St. Patrick’s Day shows are always wild and a lot of fun.  Check out tickets.

3. Irish Cultural Center of New England

Take your family to the Irish Cultural Center of New England Plenty of Irish dance, music, food and more, there is something for everyone.  The Center is located at 200 New Boston Drive Canton, MA 02021,

4. Explore the Boston Irish Heritage Trail

Get your Irish history on by walking the Boston Irish Heritage Trail. It’s about 3 miles, all the way through downtown and other parts of the city.  Its totally self guided, starting in the North End at the Rose Kennedy Rose Garden and ending at Fenway Park.  You can pick up a route map at the Greater Boston Convention and Visitors Bureau, which is at both the Boston Common and the Prudential Center.  We also have a list and map of the Irish Sites on the Freedom Trail.

5. Have a Pint!

And of course, there are so many Irish pubs to chose from to enjoy your celebratory pint(s) of Guinness.  Here are some of the best, oldest, and most interesting.

  • The Green Dragon – One of the oldest bars in Boston.  Supposedly Paul Revere enjoyed a few here.  11 Marshall St., downtown Boston
  • The Eire Pub – A workingman’s pub, not too far from the parade route.  396 Adams St, in Dorchester
  • James’s Gate – Named after the original Guinness factory in Dublin, this is the best place to get a Guinness in Boston, 5 McBride St, Jamaica Plain
  • The Plough and Stars – Small narrow and filled with literary types.  The magazine Ploughshares was created here.  912 Mass Ave Cambridge
  • Grafton Street – Mix traditional with modern at this Cambridge bar.  1230 Mass Ave Cambridge

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Things to Do in Boston in May

Things to Do in Boston in May

This post lists top things to do in Boston in May, updated for 2020, including free, nighttime, as well as family-friendly activities and events. 


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Disclosure: While our recommendations are always unbiased, we may receive a small share of sales through some of the links below at no cost to you. See the full text.


This section covers our top ten list for May. You might also read our post on things to do in Boston (at any time of the year).

For more ideas on popular things to do in Boston, check out our popular posts:

Some of the items listed in this post are included for free with the purchase of a tourist discount pass.

(1) Catch a Concert

Boston has some fantastic music venues, which means big names come through quite often. We list the highlights of the month below the video.

See who is else is performing in Boston this month on StubHub.



Check out what other concerts you can see in Boston this month on StubHub.

(2) Go to a Sporting Event

Boston’s home teams are very well-known. And in May, there are plenty of games to attend! Baseball season is in full swing and hockey is in their playoff season.

Going to a sports event is a good way to keep kids entertained if you are traveling with them. They might also like a tour of Fenway Park.






Stubhub has a schedule of what other games are on this May

For other family-friendly activities, check out our things to do with kids section below.

(3) Go on a Sightseeing Tour

You can learn about the city’s history and the country’s history on our pay-what-you-like Freedom Trail Tour.

Or if you’re interested in Little Italy, we have a pay-what-you-like North End Tour too.


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If you want to cover more ground, you should also check out:

Boston has such a wide variety of tours available – there’s something for everyone!

(4) Have an Evening at the Theatre

Boston’s Emerson Colonial Theater has some entertaining traveling Broadway shows coming through this May!

Chicago The Musical! will be in town from May 5-May 10, 2020. On the 9th and 10th, there are two shows a day (matinee and night).

Fans of modern dance can see the renowned Alvin Ailey American Dance Theater perform on May 1, 2, 3, and 9, 2020. 

(5) Nantucket Wine Festival 

One of the most coveted wine festivals in the country, the Nantucket Wine Festival takes place on May 13-17, 2020.

With a daily array of tastings and events, there is something for all wine connoisseurs!



Set on the historic and quaint New England island of Nantucket, this is an event you will never forget.

Additional activities include seminars and a culinary village. Note that this event is 21+. Ticket prices vary per event. 

(6) Save Money With a Tourist Pass

If you want to see multiple popular attractions while in Boston, you could save a significant amount of money by purchasing a city pass upfront.

Boston currently has several different types of passes to choose from, and they each include a lot of popular activities including tours, museums, cruises, and other things to do.


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Here are a few of the most popular tours, museums, and other things to do included with these passes:

Depending on which type of pass you choose, you should be able to save at least 20% – 50% off or more from retail prices.

For additional details, please read our post covering Boston tourist passes.

(7) Boston Calling Music Festival 

This is one of Boston’s biggest and best music festivals! From May 22-24, 2020, at the Harvard Music Complex, music fans can enjoy a plethora of bands and artists.



In 2020, the line up includes the Foo Fighters, Rage Against the Machine the Red Hot Chili Peppers.

Get tickets here on StubHub.

For more evening activities, check out our things to do at night section.

(8) Enjoy a Martha’s Vineyard Day Trip!

A gem among Boston locals and tourists alike, the New England summer colony of Martha’s Vineyard has been a longtime favorite.

Located just south of Cape Cod, the island boasts beaches, farmland, lighthouses and quaint harbor towns.



Plus, delicious eateries, gingerbread cottages, and beautiful hydrangeas when they’re in bloom.

There are multiple ways to get to Martha’s Vineyard. For more information click here.

(9) See the Garden of Flags on Memorial Day 

A day honoring those who have died serving our country in addition to being the unofficial kickoff to summer, Memorial Day is a day well spent in Boston.

In 2020, Memorial Day falls on May 25.



On May 25 at 1 pm, 37,000 small American flags will be placed in Boston Commons by the Massachusetts Military Heroes organization.

This is to commemorate every Massachusetts service member killed defending his/her country. It is free to see the flags.

For more memorial day activities in Boston, click here.

(10) Eat in the North End

Home to Boston’s “Little Italy”, the old and narrow streets of the North End are chock full of delicious and often family-owned & operated Italian eateries.



A must-try is famous Mike’s Pastry where you can devour one of their numerous delicious homemade cannolis.

Walk off the calories by joining our North End/ Little Italy tour.


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Evenings in May in Boston are pleasant and there are a lot of activities happening!

Some night activities listed in the top 10 include seeing a Red Sox game, going to the theater or a concert, such as the Boston Calling Music Festival.

Below are more evening events to keep you busy in May!

For additional evening ideas, please read our full post covering things to do at night in Boston.


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For additional ideas, check our full post covering things to do at night in Boston.

Enjoy a Ghosts and Gravestones Tour 

Hop aboard the “trolley of the doomed” and join your host on an approximate two-hour tour learning Boston’s deepest, darkest secrets that are sure to be filled with murder and mayhem!

Stops on tour will include various Boston graveyards–some of the oldest in the US among other places. Tickets from $39.90; parental guidance encouraged for children under the age of 13.

More information here.

Laugh with Bill Maher

Love your politics with a big side dose of witty humor? Then Bill Maher is for you! 

He will be performing his stand-up comedy on  May 30, 2020, at Boch Wang Center Boston. You can get tickets for Bill Maher on StubHub.

If Maher is a bit too intense for you, there are always other comedy shows in Boston. 

See who else is in performing stand-up comedy Boston this month on StubHub.

Experience the Boston Symphony Orchestra

If you are a classical music lover, you will be enthralled by the Boston Symphony Orchestra.

In May 2020, you can catch them at the historic Symphony Hall on May 1.

You may also want to consider taking a free tour of the Symphony Hall. These tours are offered either on a day without any scheduled performances or before/after a concert. All you have to do is sign up ahead of time!

See the City from the Water 

May nights are lovely for an evening cruise in Boston. There are several different companies that offer sunset or dinner cruises on the harbor.

Whichever you choose all allow you to see the city skyline and lights as the sun goes down.

If you want to learn more about these opportunities, make sure to read our post covering Boston boat tours.

TIP: Both the Boston City PASS and the Go Boston Card include at least one free cruise.

Celebrate Cinco de Mayo

Grab your sombrero and get ready for a weekend of fun celebrating Cinco de Mayo!

Join a pub crawl or take a 5th of May themed boat cruise. Be sure to check locals pubs and restaurants for a drink, food, and music specials.

The city is sure to be busy with party-goers so be ready for big crowds at the city’s pubs!


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Boston offers lots of free activities and sights. Two activities mentioned above include seeing the Garden of Flags and taking a free tour of the Symphony Hall


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Below are some free activities. To see even more ideas, check out our full Free Things to Do in Boston article.

Boston Public Gardens

Located in the heart of Boston and adjacent to Boston Commons, the Boston Public Gardens have been around since 1837. (See video above),

Filled with colorful plants and flowers, statues, and water features the gardens are a lovely spot for an afternoon walk. Don’t forget to see the swan boats and even take a ride if you’re so inclined!

MayFair at Harvard Square

At this annual Boston favorite, you can enjoy a day of free activities. In 2020, the event is on May 17. 

Highlights include live music, dance, and street performers, arts & crafts vendors, vintage goods for sale, and food from around the globe.

See the Harvard Square website for all the details.

ArtWeek Boston  

From May 1-10, 2020, you can attend Boston’s ArtWeek which offers dozens of fun and interactive experiences at a number of sites including small businesses, libraries, historic sites, hotels, and restaurants.

Many of the events are free, though some charge an admission fee.

Check the ArtWeek website for more information and a calendar of events.

Visit a Free Museum

If you miss ArtWeek, or just can’t get enough art onto your life, you are going to love Boston.

There are several great museums in Boston that offer free admission.  

Find out which museums you can see without paying a dime from our full post covering free museums in Boston.

Take a Free Tour of the New Massachusetts State House

There is nothing new about the New Massachusetts State House. It was built in 1798!

On land that was once owned by John Hancock, it’s the oldest building on Beacon Hill in Boston.

You can take a free tour of this historic building Monday to Friday throughout the year from 10:00 am to 3:30 pm.

Tours last approximately 30-45 minutes and include an overview of the history and architecture of the State Capitol. 

Read more about these free tours here.

This and the other sites on the Freedom Trail are covered on our Freedom Trail guided tour!

Find more free activities from our post covering free things to do in Boston.


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Families of all ages will find dozens of fun things to do in the city of Boston. 

The free MayFair listed above is open to all ages as is taking a stroll through the Boston Public Gardens.



Here are a few more activities that are family-friendly. Don’t forget our full family-friendly article!

See the Duckling Parade 

Celebrate the classic children’s book “Make Way for Ducklings,” at the annual Duckling Day Parade. In 2020, the parade is set for May 10.

This event draws over 1,000 people for a parade through the city’s public gardens dressed as characters from the book.

Prior to the beginning of the parade, enjoy a number of family activities on Boston Common including crafts, face painting, circus games, and a magician.

Catch a Red Sox Game

With one of the biggest fanbases in the country and a stadium that is the oldest in Major League Baseball, catching a Boston Red Sox game at Fenway Park is the biggest highlight for many visitors to Boston.

The team has plenty of home games in the month of May but act fast on tickets, as they can easily sell out.

You can also tour the historic Fenway ballpark, read our post for advice.

Visit the New England Aquarium

Welcoming visitors for over 50 years, the New England Aquarium is one of the most popular tourist attractions in Boston.

See penguins, seals, dozens of different fish and meet the aquarium’s most famous resident, Myrtle the Green Sea Turtle!

Ride a Rollercoaster at Six Flags New England

This popular amusement park is now opened for the season! This is a family favorite with rides suitable for people of all ages and sizes!  

Although tickets can get expensive, it’s worth noting that admission is actually included with the Go Boston Card. Considering that tickets can cost more than $70 per person on their own, even a 1-day tourist pass would cost less at $59!

Eat at Faneuil Hall Marketplace

Faneuil Hall Marketplace is an excellent location that is appealing to all ages. You can find anything for that fussy little eater!

In addition to dining, look out for street performers and musicians, there’s always something fun to watch! The marketplace is open daily and hours vary.

Mother’s Day 

Make Mom feel special on May 10, 2020. Check local restaurants for special Mother’s Day Brunch menus, take Mom shopping on the famous Newbury Street.

For something different, join docent volunteers on an hour and a half walk through Mount Auburn Cemetery while visiting the graves of some more notable mothers buried there–including Julia Ward Howe.

Visit the Museum of Fine Arts

First opened to the public on July 4th, 1876, Boston’s Museum of Fine Arts now holds over 450,000 pieces in its collection.

Featuring art from all over the world, visitors of the MFA can look forward to European and American classics, photography, drawings & prints, sculpture and contemporary art as well.

The museum is open daily from 10 am-5 pm with extended hours from 10 am-10 pm Weds-Fri. Tickets for adults are $25; child ticket prices vary.

Be sure to read our post covering things to do with kids in Boston for more ideas.


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How to Get from Newark Airport to Manhattan

How to Avoid Jet Lag

Many of our guests who travel great distances to join us have trouble adjusting to the time difference in their destination city. Here are some tips on how to avoid the dreaded “jet lag”.

What is “jet lag”?

Read more »

Things To Do in Boston in March

Events and Things To Do in Boston in March

This post covers the top things to do in Boston in March, including free, nighttime, as well as family-friendly events and activities, all updated for 2020.




The following section will cover the most popular and interesting activities available in Boston during this time of year.

In addition to our top 10, you may also want to consider one of the following attractions or tours:

The best way to save money in Beantown is by purchasing a Boston tourist pass. These services include discounts of up to 55% or more on some of the most popular attractions in the city.

Read more »

Is Travel Insurance Worth It?

Travel insurance is often the last thing you have on your mind when planning your next trip for just yourself, with your family or with friends.

But is travel insurance worth it?

Travel insurance – what to look for:

Most travel insurance plans cover 2 main things: travel benefits and medical benefits. Those usually entail:

  • a refund when you need to cancel your trip due to emergency
  • covered expenses when a flight is delayed or cancelled or when you miss your flight
  • compensation of expenses if your carrier loses or delays your luggage
  • Coverage of expenses for any medical or dental emergency during your trip
  • Coverage of cost for medical emergency evacuation or accidental death or dismemberment
  • Optional benefits include car rental insurance

Depending on the provider benefits may differ in cost and range, so make sure you read the small print. Read more »

April Weather in Boston

What is the Weather like in Boston in April?

This post is an overview of the April weather in Boston, with tips on how to dress and things to do to help make the most of your trip.



April in Boston features spring-like weather as temperatures warm throughout the month but could vary considerably from day to day.

Afternoon high temperatures tend to be in low 50s F (10-11 C) at the beginning of the month but are more likely to be in lower 60s F (16 C) as the month comes to an end.

Pleasant enough temperatures to enjoy one of our many free walking tours.

A few of the warmer days during the latter half of the month can reach up into the mid-70s F (24 C) or more.


Boston in April


The all-time record high temperature in Boston during April was 94 F (34 C) in 1976.

Early morning low temperatures during April will usually be in the mid-30s F (2-3 C) early in the month with a few of the colder mornings dipping down into upper-20s F (-1 C to -2 C).

The all-time low temperature in Boston during April was 11F (-12 C) set in 1874.


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About 15 days this month will have clear or at least partly sunny skies while 8-9 days will record at least 1 mm (0.04 inches) of precipitation.


How much rain in April in Boston?



Of these, about 1 day, on average during April will also record some measurable snowfall. Snowfalls of 1 inch (2.5 cm) or more, however, only occur about once every 3 years.

Heavy snowfalls are rare but can occur. The heaviest snowfall during April in Boston was 22.4 inches (56.9 cm) which fell in 1997!


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April is more spring-like than March but can be chilly, especially early in the month.

You should consider at least one medium-weight jacket or coat for the colder evenings and mornings while a sweater or windbreaker will do for most other days. 


What to Wear in Boston in April
On the few warmer days near the end of the month, you may not even need the sweater during the daylight hours.

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Below are 10 top things to do in April in Boston, but be sure to read our full post on what to do in Boston in April, which includes free things to do, night and family-friendly activities and attractions.

We also have a post on the best things to do in Boston at any time of year.

And if you are planning on visiting many of Boston’s top attractions, then you should consider a tourist discount pass as you could save up to 50% of retail ticket prices to tours, attractions, and restaurants.


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  1. Catch a Red Sox Game
  2. Walk the Freedom Trail
  3. Take a Free Walking Tour
  4. Watch the Boston Marathon
  5. Enjoy Patriot’s Day
  6. See the Skyline from Above
  7. Explore Boston’s Art and Architecture of the Boston Public Library
  8. Go on a Whale Watching Adventure
  9. Visit Harvard University
  10. Head Outdoors to explore the parks of Boston

Be sure to check out all the top things to do in April in our main post.


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