Top Boston Day Trips

Boston to New Hampshire Fall Foliage White Mountains Day Trip

12 hoursFree Cancellation

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Boston to Martha's Vineyard Day Trip with Optional Island Tour

12 hoursFree Cancellation

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic ferry crossing, historic seaside villages, and the laid-back charm of island life. Board the Island Queen ferry in Falmouth and cruise across Nantucket Sound to Oak Bluffs, where colorful gingerbread cottages surround the historic Tabernacle at the Martha's Vineyard Camp Meeting Association. Enjoy time to explore the island's most iconic spots, with an optional sightseeing bus tour covering the Flying Horses Carousel, the refined harbor town of Edgartown, Gay Head Light atop the dramatic Aquinnah cliffs, and Nobska Point Lighthouse. Return via the Steamship Authority ferry from Woods Hole, rounding out a full day of coastal views, ocean breezes, and authentic New England island character.

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

12 hoursFree Cancellation

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

4.5

(3 403)

from US$86

Explore Newport in a single day without planning or driving from Boston. This small-group tour includes pre-booked mansion admissions, guided transport with hotel pickup, and free time in the historic waterfront district to help you use your time efficiently. Visit iconic mansions, enjoy a scenic coastal walk, and discover additional historic landmarks along the way. With logistics handled in advance, you can focus on architecture, scenery, and independent exploring.

Newport Small-Group Day Tour: The Breakers & Marble House

Newport Small-Group Day Tour: The Breakers & Marble House

8 to 10 hoursFree Cancellation

Spend a day away from Boston and experience southern Maine's picture-perfect coastline without transportation headaches and the benefit of a guide to provide insights and history on the region you'd miss otherwise. Drink in the ocean views as you head north to the Nubble Light lighthouse and Ogunquit's Marginal Way before visiting idyllic Kennebunkport. Here, enjoy a narrated trolley tour and time to shop and eat (own expense) before your return trip. Hotel pickup and drop-off are included for ease.

Boston to Kennebunkport Day Trip with Optional Trolley Tour

11 hoursFree Cancellation

Boston: Underground Railroad History Tour of Beacon Hill

2 hours 30 minutesFree Cancellation

Boston: Freedom Trail History Small Group Walking Tour

2 hours 30 minutesFree Cancellation

Make exploring beyond Boston city limits seamless—and discover the history and highlights of Newport, Rhode Island, long a summer retreat for the city's upper crust—on this full-day tour from Boston. Visit the Breakers Mansion (owned by the Vanderbilts) and the Marble House (a "Great Gatsby" filming location), and go for a bus tour of Newport's other highlights before enjoying free time for some independent sightseeing.

Boston to Newport Trip with Breakers and Marble House Admission

11 hoursFree Cancellation

Day Trip from Boston To Salem Witch Exhibits

8 to 9 hoursFree Cancellation

Discover the best of historic Plymouth in just one day—and enjoy a hassle-free way to explore—on this full-day trip from Boston. Check off several key Plymouth sights, including Plymouth Rock, the Mayflower II, and Plimoth Patuxet Museums, all while benefitting from skip-the-line admission tickets. Plus, have bonus free time to explore the 400-year-old town's harbor, enjoy lunch (own expense), and sightsee at your own pace.

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

11 hoursFree Cancellation

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

Exclusively available during the Halloween season! Discover the spooky, historic city of Salem on this full-day tour from Boston, where the infamous witch trials of 1692 left a profound legacy. Begin with a pickup at your hotel before exploring Salem's haunting landmarks including the Witch Trials Memorial and the Witch House, the residence of a judge from the trials. Experience the prosperity of Salem during the Old China Trade, and enjoy 1.5 hours of free time for lunch and shopping at local eateries and unique shops. Your journey back to Boston is just as comfortable, making it convenient and enriching for history enthusiasts and curious travelers alike. - Full-day semiprivate tour with pickup from Boston - Visit key sites like the Witch Trials Memorial and the Witch House - 1.5 hours of free time for lunch and shopping in Salem - Comfortable transportation in a van with a small group size of 1 to 9

Witches & Riches: Small Group Full-Day Tour of Salem from Boston

8 to 9 hoursFree Cancellation

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along the Atlantic with uninterrupted ocean views and classic New England scenery. Continue to Kennebunkport, a postcard-perfect harbor town known for its historic homes, local boutiques, and working waterfront. Arrive in Portland in time for lunch in the Old Port district, where cobblestone streets, 19th-century brick buildings, and fishing piers set the scene for some of Maine's best seafood — this is the spot to try fresh, locally caught lobster on your own. Finish at Portland Head Light, Maine's oldest and most iconic lighthouse, perched dramatically above the rocky shoreline within Fort Williams Park, with sweeping Atlantic views to close out the day.

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

9 to 11 hoursFree Cancellation

New York City Day Tour from Boston

15 hours 30 minutesFree Cancellation

Boston Duck Boat Sightseeing City Tour with Cruise

1 hour 20 minutesFree Cancellation

Lost River Gorge and White Mountains Day Tour

7 to 8 hoursFree Cancellation

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

Tour of Historic Fenway Park, America's Most Beloved Ballpark

1 hourFree Cancellation

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

2 hoursFree Cancellation

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

Visit historic sites in Lexington and Concord. Focus on sites related to the start of the War of Independence, early years of the towns, and authors of 19th Century Concord. Experience scenic countryside, town centers and Walden Pond Reservation. We can customize this tour to specific interests and to other locations in Lexington and Concord. Your guide is licensed by the town of Concord.

Boston to Lexington and Concord Historical Sites Shore Excursion

4 to 8 hoursFree Cancellation

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens, and heritage breeds livestock. At The Patuxet Homesite, learn about the Indigenous heritage of the 17th-century lifeways of a culture that continues to thrive today. At the Craft Center, located in close proximity to the 17th-Century English Village, you will learn from a variety of skilled artisans and museum historians. Mayflower is an iconic symbol of freedom. Of the hundreds of ships that made the transatlantic crossing in the 1600s, she is the ship we remember. At our reproduction of the Plymouth Colonists’ original 1636 grain mill on Town Brook, take a fascinating look at the mill’s history and workings, from the 200-year-old millstones grinding corn to the ecology of the brook that has powered mills throughout the centuries.

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

8 hoursFree Cancellation

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his stuff. I will lead you through the interior of Old Ironsides, the battleground and museum at The Battle of Bunker Hill and the incredible history of Harvard while amazing you with information about Boston that most Bostonians don't even know. We provide better service because unlike big chains, we are local and depend on our guests' satisfaction.

Best Boston Private Tour, I know the secrets others don't!

6 to 8 hoursFree Cancellation

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Must-Dos in Boston

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What are people saying about Boston

Boston to Kennebunkport Day Trip with Optional Trolley Tour

Deborah_K, Oct 2026

Well worth visiting...

Well worth visiting absolutely lovely place to visit with lots of nice independent stores in Kennebunkport. Can take trolley ride around town or just go at your own pace to shop around. What made day even better was our tour guide Jennifer who was knowledgable, very funny and knows her way round Boston.

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Mary_C, Sept 2026

Awesome day trip

Such a great time! Our guide, Sam, was awesome, providing us just enough information at each stop without being overly talkative! I would highly recommend this day trip from Boston! My 16 yr old daughter really enjoyed it too! Only thing we agreed we would have liked to be different was to have maybe 30 minutes more in Kennebunkport and then 30 mins less at the last stop, Portland Head Light. We really didn’t need an hour there. 30 minutes would have been enough time.

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

Duane_H, Sept 2026

The Historical Era Beautifully Personified

We experienced this beautiful region of Massachusetts while listening to wonderfully narrated history, local history, and anecdotes as we traveled, walked and explored. 'Thatch' created a pleasant learning environment as he also reflected on his personal Massachusetts upbringing, making history come to life.

Boston: Underground Railroad History Tour of Beacon Hill

Ernestine_N, Sept 2026

Preserved History

If you are interested in African American history in Boston this is the tour. Mehgan did an excellent job and was knowledgeable on the history of AA in Boston. She was very passionate in her tone on the free slaves and their struggles to become free as all humans back in the era. She gave breaks when walking the Beacon Hills area. We enjoyed our private tour due to another group canceled. Lucky for us :-). I would definitely recommend this tour with Mehgan. You will learn alot and be proud of AA history. I'm glad to know that Boston preserved it for generations. Kudos to Boston!!!

Boston to Newport Trip with Breakers and Marble House Admission

C_D, Aug 2026

You should really book it! You won’t be disappointed.

We had an absolutely wonderful experience on the Newport Small Group Tour from Boston! Two days before the trip, I received a call with detailed information about exactly where we would meet, and everything went exactly as promised. We were greeted at the designated location right on time, given our itinerary, and from there, the entire day ran like clockwork. A few days earlier, I had taken a small-group tour to Maine that I thought was great—until I took this trip with Chris! Chris was training another guide on the day of our tour, so we essentially got a two-for-one experience when it came to the tour guides. Both were fantastic! From the historic buildings in Boston to the entire drive into Rhode Island, we learned interesting facts and stories about the landmarks along the way. The trip was incredibly well organized and completely seamless. Although the tour was about 11 hours long, it never felt overwhelming or too long. The time really flew by because there was always something interesting to see or learn about. I would highly recommend this tour to anyone staying in Boston who wants to take a day trip to Newport and experience the beautiful Rhode Island mansions. Chris and the team did an outstanding job!

Newport Small-Group Day Tour: The Breakers & Marble House

Courtney_R, Aug 2026

Willy was a great guide! ...

Willy was a great guide! His communication with the group via text was very helpful including giving us the itinerary the day before. We had ample time at each stop. The 15 person van has strong AC which was good for the hot day. I would definitely recommend this tour.

Best Boston Private Tour, I know the secrets others don't!

Susan_M, Jul 2026

Stewie was the guide we were looking for!

We had a great day with Stewie! We have been to Boston many times but wanted to show it off to our 12 year old grandson. We would recommend that most walk the Freedom Trail. But we are in our 80's and no longer have the stamina to get to some key spots on foot. Stewie has a vast knowledge of the area and filled our need in getting around... Old Ironsides, Harvard and Bunker Hill would have been hard but our grandson enjoyed running up into the monument, boarding the old ship etc because Stewie got us there. Stewie got us there. Lunch was great at Ernesto's in North area. We heard lots of great stories from Stewie and he picked us up at our hotel and was willing to take us to Fenway for our game! He really fit the bill for us and would anyone with mobility problems. Other places along the Freedom Trail might have been better if you can walk as they were more like drive bys but his services fit our needs. Thanks Stewie!

Day Trip from Boston To Salem Witch Exhibits

Debra_Y, Jul 2026

Great Trip to Salem

It was a great day learning about the history of the Salem Witch Trial. We had a trolley tour and the tour guide on the trolley was excellent driving around the city and listening to the history of Salem. After the trolley we went to the Witch's Museum and learned interesting facts. If you have time, you need to visit the Witch's house too. We had approximately 2 hours for lunch and shopping. I wished we had 2 1/2 hours instead of 2 hours. Afterwards we proceeded to the oldest candy shop in the US. Then we headed to the House of the Seven Gables guided by a tour guide. This was very interesting, especially the hidden staircase in the house! The tour was excellent to learn about the history of the house. I would highly recommend this tour. We were back in Boston by 5:00pm.

Best Boston Small Group Tour: I Know the Secrets Others Don't!

Trish_T, Feb 2026

Awesome

This is the best tour to take if your limited on time . Stevie our tour guid was kind, funny , and very knowledgeable!!!! He is like and encyclopedia…. Stevie is great on sharing the little details ….. We had a great time !!!! I would recommend this tour to my family and friends 🙂

Boston to New Hampshire Fall Foliage White Mountains Day Trip

Ashly_C, Oct 2025

Great day trip from Boston!

Perfect day trip from Boston. Lots of stops to experience nature, very short family friendly trails, and scenic lookouts. Got some great photos! Our tour guide, Matt, was wonderful! They make sure to say not a lot of RR stop options along the way, but there were several coming and going, and it was plenty. It's was a great, comfortable trip that I'd recommend to anyone!