The 10 Best Day Trips from in Boston, Massachusetts (MA)

February 9, 2022 Leonardo Torrence

Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until you've watched a Red Sox game from the bleachers.
Restaurants in Boston

1. Boston to Coastal Maine Private Day Trip

Elite Limo Boston
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5.0 based on 2 reviews

Take a break from the city and head north to explore beautiful, coastal Maine. With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to some of Maine's best and most-charming sights. Enjoy a traditional New England lobster meal, explore Nubble Lighthouse, and even squeeze in a bit of shopping at the Kittery Premium Outlets!

Inclusions: Private transport to Maine with driver

Exclusions: Food and drinks, Gratuities

Reviewed By K7365YEbradw

Derek was so knowledgeable and friendly. Car was super comfortable. This is the best way to see the REAL Boston. Totally worth the expense.

2. Private Day Trip From Boston to Salem

Elite Limo Boston
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5.0 based on 4 reviews

Take a break from Boston and head north to explore spooky Salem, Massachusetts! With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to and from your hotel or local Boston accommodations. Discover Salem's haunted history, learn about the infamous Witch Trials, and run into a few practicing witches along the way.

Inclusions: Private day trip

Exclusions: Food and drinks, Gratuities

Reviewed By dmsibert08

My goodnes it was all good! Dave was amazing and knew his stuff. The views were awesome! I enjoyed it!

3. Boston Instagram Car Tour: Most Famous Spots (Private & All-Inclusive)

ForeverVacation Boston
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5.0 based on 1 reviews

Our Boston Instagram Tour will take you to the most Instagrammable spots in Boston all in one day. If you are looking for some history, delicious food and a ton of great photos, then this is the tour for you! The morning will start with a private pickup directly from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable, spacious and air-conditioned vehicles. This full-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more! ==== Full schedule 10:00 AM - Pick up from Hotel 10:15 AM - Commonwealth Avenue Mall 10:30 AM - See Fenway Park 11:00 AM - Copley Square 11:30 AM - Check out America’s most photographed street 12:00 PM - Boston Public Garden 12:45 PM - Lunch at Boston Chowda Co 1:45 PM - Faneuil Hall 2:30 PM - North End 3:30 PM - Long Wharf 4:15 PM - Boston Harborwalk 4:45 PM - Return to hotel 5:00 PM - Arrive at hotel

Inclusions: English Speaking Tour Guide, Private car with Air Conditioning, All Fees and Taxes, Bottled water, Lunch

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Reviewed By Johnsavytravels6

Took this tour in early December as our last stop in the US. What a great tour and great food in Boston. Ask for Robin as your guide. She was so nice and answered all of our questions about Boston. Loved how this tour was private so we could go at our own pace. Highly recommend!

4. Boston Walk Through History Private & All-Inclusive Tour

Tremont St opp Temple Pl, Boston, MA 02108, USA ForeverVacation Boston
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5.0 based on 1 reviews

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a bit of delicious food, some great photos, and a ton of American History, then this is the tour for you. The morning will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking through Boston and exploring the most historic landmarks in Boston. ==== Full schedule 9:00 AM- Meet your guide Park Street Station 9:15 AM- Arrive at Boston Common 9:30 AM- Arrive at Massachusetts State House 10:00 AM- Granary Burying Ground 10:20 AM- Mesmerizing Kings Chapel 10:45 AM- Learn about the Old South Meeting House 12:00 PM- Boston Massacre Site 12:15 PM- Lunch! 1:00 PM- Faneuil Hall Marketplace 1:30 PM- Go to Paul Revere's House 1:50 PM- The Old North Church 2:30 PM- Walk along Griffin’s Wharf 3:00 PM- Get dropped off by your guide at the Boston South Station

Inclusions: An Uber ride, English Speaking Tour Guide, All Fees and Taxes, Bottled water, Lunch

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Reviewed By Johnsavytravels6

Took this tour in early December as our last stop in the US. What a great tour and great food in Boston. Ask for Robin as your guide. She was so nice and answered all of our questions about Boston. Loved how this tour was private so we could go at our own pace. Highly recommend!

5. Boston to New Hampshire Fall Foliage White Mountains Day Trip

New England Excursions
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5.0 based on 71 reviews

Enjoy a spectacular day in the White Mountains of New Hampshire viewing the magnificent fall foliage. Your day will begin with front door hotel pick up service and be brought 2.5 hours north to White Mountains New Hampshire. From here, we will travel through the world renowned Kancamagus Highway. You'll enjoy several stops along this route for pictures and learn mountain history. You'll enjoy a stop in the mountain town of North Conway for lunch and shopping. After lunch we will depart and take a scenic tour on route 302 to the Mount Washington Hotel. A quick 30 minute stop here for a pictures of the hotel with Mountain Washington in the background then continue on the tour to view where Old Man on the Mountain was perched. Finally returning to Boston and direct hotel drop-off

Inclusions: Hotel pickup and drop-off, Bottled water, Snacks, Driver/guide, Live commentary on board, Map

Exclusions: Food and drinks, unless specified, Lunch (available for purchase at time of stop)

Reviewed By nj088762018

Two friends and I traveled to Boston for a long weekend. Before we left home, we booked a day trip to Martha's Vineyard with New England Excursions. We could not have picked a worse day as it was raining and cold. But, we've endured worse weather in other places, so we decided to take the tour. Matt Hebert of New England Excursions picked us at our hotel for the round trip drive from Boston to Woods Hole where we caught the ferry to the Vineyard. Matt provided a knowledgeable and enjoyable commentary for the drive. We were pleased with our experience with New England Excursions.

6. Boston Guided Brewery Tour with Tastings & Lunch or Dinner

2 Park Plaza, Boston, MA 02116, USA City Brew Tours
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4.9 based on 165 reviews

As we pick you up in downtown Boston in our comfortable, Air Conditioned Brew Van get prepared for the the ultimate all-inclusive Boston craft beer experience!  Over 5 hours you will explore historic Boston's best breweries, cider houses, and distilleries while also discovering the wonders of the new, most innovative craft breweries to join the Boston beer scene. Revel in beer knowledge, great food, comfortable transportation, and lots of delicious beer! You drink, We drive!

Inclusions: Beer tasting, Local guide, Round-trip transportation by bus, Lunch or Dinner depending on time

Exclusions: Hotel pickup and drop-off, Gratuities

Reviewed By Staravalos81

If I could this company a negative I WOULD! Stay away from this company. By far the worst customer service ever. I am an event planner who gave them a lot of business and not one tasting went smoothly. Missed packages, beer kits never had all the correct items one paid for. No tracking is given to track the kits sent to your group. The host has no idea what's even in the kit and tasting he/she is doing. Just stay away and give your business to a company that actually cares instead of this joke of a company!

7. Boston to Plymouth Small Group Day-Trip with Plimoth Plantation & Mayflower II

Boston Marriott Long Wharf, 296 State St, Boston, MA 02109, USA New England Trips
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4.7 based on 37 reviews

Leave Boston behind and visit two iconic Plymouth Attractions. Help celebrate Plymouth's 400th Birthday on this day trip to "America's Hometown" Plymouth, MA. This unique day trip travels through "The City of Presidents" Quincy, MA where you'll visit the birthplaces of two U.S. Presidents, John Adams and John Quincy Adams. You'll also travel along the coast through the beautiful towns of Cohasset, Scituate, Marshfield and Duxbury. While en route to Plymouth you will learn about this historical area of Massachusetts called the South Shore. Upon arrival in Plymouth you will have time for lunch on the Harbor. After lunch the rest of your day will be spent viewing Plymouth Rock, boarding the Mayflower II and visiting Plimoth Plantation. There are also other surprises on this trip that will have you in awe! This magnificent day trip is one that you surely will never forget!

Inclusions: Round-Trip Transportation via air-conditioned Mini Coach Bus, Hotel Pick-Up/Drop-Off included at select Boston hotels, Skip-The-Line Admission to Plimoth Plantation, Complimentary snacks and bottled water, Professional Guide, Admission to the Mayflower II

Exclusions: Gratuities (recommended), Lunch may be purchased at a Plymouth Harbor restaurant of your choice

Reviewed By rjgrjgrjg

Perfect day trip from Boston! Our Boston driver, Kevin, was wonderful and pointed out places of interest as we made our way through and out of Boston. He made sure everyone knew the drop off and pick up times/locations. I opted for the 3 hour island tour and loved it! The guide, Tom, was fantastic and his love for island showed! I would definitely do it again and I live in Boston.

8. Martha's Vineyard Day Trip with Optional Island Tour from Boston

New England Excursions
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4.7 based on 59 reviews

New England Excursions is a veteran owned coach service to Martha's Vineyard. Our ease of booking, convenient pickup and drop-off locations and comfortable, air-conditioned coach will provide you with a memorable experience. You'll enjoy a short ride from Boston to Woods Hole where you will board the Steamship Authority with no lines or waiting in a holding area. With us, you will have time to enjoy breakfast, coffee or shopping before boarding. As always, round-trip ferry tickets, snacks, water, island maps, discount food cards and commentary are all free of charge.  Island tour option; You'll have a wonderful 4 hour, full island tour in one of our 14 passenger air-conditioned, high-top vans. Tour goes through all 6 towns with stops along the way for snacks and pictures. A one-hour lunch break in Edgartown is very pleasing. Our guides are the best in the business. Enjoy the intimate experience by asking questions and being part of the New England Excursions family.

Inclusions: Snacks, Bottled water, maps, Discount food card, Driver/guide, Live commentary on board, Hotel pick-up and drop-off, Ferry Tickets

Exclusions: Island tour only available as an add-on, Food and drinks on the ferry and the island are up to the traveler unless specified otherwise

Reviewed By MendyG_12

We were in Boston for my husband's 50th birthday. We booked a tour with New England Excursions. So glad we did! Matt, the owner and driver communicated with us the day before and verified the time he would arrive at our hotel to pick us up. Matt was punctual, professional, friendly, knowledgeable and enthusiastic about everything Boston and the surrounding areas. My hubby and I were extremely grateful with his help in securing two seats for a 2hour tour on Martha's Vineyard. I would definitely recommend this tour and will use this company when we visit Boston again. ???? Got our eyes on Kennebunkport Maine! ????

9. Boston to Newport Small-Group Day Trip with Breakers & Elms Mansion Admission

Boston Marriott Long Wharf, 296 State St, Boston, MA 02109, USA New England Trips
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4.6 based on 78 reviews

Escape to the lovely coastal city of Newport, Rhode Island, on this day trip that includes both a guided tour and free time. Explore The Breakers mansion, the summer home of Cornelius Vanderbilt II's family, as well as the French chateau-styled mansion of The Elms. See top Newport attractions such as St Mary's Parish, Ocean Drive and the Naval War College on a narrated tour. Then discover this quaint and historic city further on your own. This small-group tour is limited to 14 people for a more intimate experience.

Inclusions: Round-Trip Transportation via air-conditioned Mini Coach Bus, Hotel Pick-Up/Drop-Off included at select Boston hotels, 1-Hour Narrated Bus Tour of Newport, RI, Admission to The Breakers and The Elms Mansions, Discounted Admission to the International Tennis Hall of Fame (with your included discount card), 1.5 Hours of free time to explore Newport at your leisure

Exclusions: Gratuities (recommended), Lunch (dining options available throughout Newport)

Reviewed By rjgrjgrjg

Perfect day trip from Boston! Our Boston driver, Kevin, was wonderful and pointed out places of interest as we made our way through and out of Boston. He made sure everyone knew the drop off and pick up times/locations. I opted for the 3 hour island tour and loved it! The guide, Tom, was fantastic and his love for island showed! I would definitely do it again and I live in Boston.

10. Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

Boston Marriott Long Wharf, 296 State St, Boston, MA 02109, USA New England Trips
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4.4 based on 862 reviews

Don't be fooled by copycats. We are Boston's ORIGINAL Martha's Vineyard day trip and Boston's #1 day trip service to the island since 2011. Our professional guides, approved Boston Hotel pickups and newer air-conditioned mini-coaches will help provide you with the personalized passenger experience that our guests truly deserve. Transportation to the island has never been this easy! You will also receive complimentary snacks, bottled water, island guidebooks and a discount card with some island perks! Once on the island, explore on your own or upgrade with our 3 hour fully narrated island tour. Let us help you Discover Martha's Vineyard!

Inclusions: Boston to Martha's Vineyard Day-Trip Excursion, Round-Trip Transportation on Air-Conditioned Mini Coach Bus, Hotel Pick-Up/Drop-Off included at select Boston hotels, 3-Hour Narrated Martha's Vineyard Island Bus Tour (option available at checkout), 50-minute stop to explore downtown Edgartown at your leisure (Island Tour upgrade), 15-minute stop to view the Gay Head Cliffs in Aquinnah (Island Tour option), See all 6 Martha's Vineyard Towns during your island tour including Vineyard Haven & Aquinnah , Drive through charming downtown Falmouth and along the Cape Cod Canal on the way to the ferry, Scenic 35-45 min ferry cruise from Cape Cod to Oak Bluffs or Vineyard Haven (based on travel date), Bonus stop at Nobska Lighthouse in Falmouth in Cape Cod (based on travel date), Complimentary Bottled Water, Snacks and Island Guidebooks, Narration during Mini Coach Bus Ride, Restroom stop halfway between Boston and Cape Cod, 6 hours total time on the island

Exclusions: Gratuities, Lunch (dining options available on Martha's Vineyard)

Reviewed By Dwight A

Christine was a great tour guide and personal chauffeur. It was a very hot day and she made herself available for a quick pick-up when the heat got too much for anyone. It was a small group with Covid going on so she catered to our groups preferences and substituted other attractions for the advertized activities that where closed. Great job!

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