Top Boston Day Trips

Boston to New Hampshire Fall Foliage White Mountains Day Trip

12 hoursFree Cancellation

4.9

(251)

from $150

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

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

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

13 hoursFree Cancellation

(456)

from $130

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

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

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

Day Trip from Boston To Salem Witch Exhibits

8 to 9 hoursFree Cancellation

4.7

(96)

from $190

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

(3,362)

from $86

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

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

7 to 9 hoursFree Cancellation

New York City is a huge city, so it can be hard to know where to start exploring alone. Instead, get the help of a guide who knows the Big Apple’s secrets on this group guided day tour from Boston or New York City. Spend the whole day getting a well-rounded picture of New York, with the option to include a cruise to the Statue of Liberty or entry to the One World Trade Center Observatory.

New York One Day Tour-One World Trade&Liberty Cruise From NY/BOS

8 hours

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.

(2)

from $119

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

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

11 hoursFree Cancellation

4.8

(423)

from $159

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond Castle, located on the ocean cliffs of Gloucester. Take a guided tour of the castle, learning about the history of the eccentric millionaire inventor who built it. Enjoy free time to explore the castle and gardens with plenty of opportunities for stunning photos. Drive to Salem, where you will have free time for lunch. Choose from a wide variety of dining options in the historic downtown. After lunch, your guide will take you on a tour of Salem. Learn about the infamous witch trials of 1692, see the real places where the victims were hanged. Learn the story of the "Corwin Curse" as you take a picture in front of the historic Witch House. See the locations where Hocus Pocus was filmed. Take a drive through one of the most beautiful streets in North America, lined with mansions built on the city's maritime fortune.

Top Left: Hammond Castle
Top Right: Witch House
Bottom Left: Witch Museum
Bottom Right: Hammond Castle Arches

Small Group Day Trip to Salem and Hammond Castle from Boston

7 to 9 hoursFree Cancellation

Enjoy a private day trip from Boston to Plymouth with convenient door-to-door transportation and time to explore at your own pace. Depart at approximately 9:00 AM and visit several of Plymouth’s best-known historic locations, including Plimoth Patuxet Museums, Plimoth Grist Mill, Plymouth Rock, Mayflower II, the waterfront, and the National Monument to the Forefathers. Your professional chauffeur provides transportation between stops and may offer brief information about each location. The chauffeur remains with the vehicle and does not accompany travelers inside attractions or provide a formal guided tour. Admission tickets, meals, and attraction-guided experiences are not included unless specifically stated. Because this is a private experience, the timing at each stop may be adjusted to your group’s interests, attraction hours, traffic, and parking conditions. Return to the original Boston pickup location is planned for approximately 5 PM.

Private Plymouth Day Trip from Boston with Historic Stops

8 hoursFree Cancellation

from $1,090

Per group

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

Discover the New Hampshire and Maine coasts, plus the highlights of Kennebunkport, all in one day: this private, full-day tour from Boston makes exploring easy. Meet your guide in the morning at your departure point, and hop aboard your private van. You'll stop in the historic town of Portsmouth, will discover the Cape Neddick Nubble Lighthouse, can tour the President Bush Compound at Kennebunkport, and upgrade to add on a lobster tour.

Boston to Kennebunkport with Optional Lobster Tour

8 to 10 hoursFree Cancellation

4.8

(47)

from $125

Lost River Gorge and White Mountains Day Tour

7 to 8 hoursFree Cancellation

4.0

(4)

from $190

Private Day Tour of Salem and Boston

7 hours 30 minutesFree Cancellation

5.0

(30)

from $475

Price varies by group size

Classic Television and Sightseeing Locations 1 Day Tour in Boston

Step into the world of film and television on this immersive, full-day tour through Boston and the North Shore. Begin at the Boston Public Garden, where Good Will Hunting fans can sit at the famous bench from Robin Williams and Matt Damon's emotional lakeside scene. Nearby, retrace Ted’s playful antics on the garden’s lawns and capture photos by the iconic swan boats. Next, visit Cheers Beacon Hill, the real-life bar behind the beloved sitcom. Snap a photo at its recognizable staircase and enjoy a themed drink where "everybody knows your name." In the afternoon, head to Cape Ann to explore CODA’s heartfelt story. At Rockport Wharf, see the real fishing boat “Angela Rose,” symbolizing Ruby’s family and her dream to sing beyond the horizon. Then, follow the Gloucester coastline to Manchester by the Sea’s filming spots. The sweeping ocean views and quiet streets echo the film’s grief, healing, and resilience. From laughter to legacy, every stop brings the screen to life.

Classic Television and Sightseeing Locations 1 Day Tour in Boston

8 hours 30 minutesFree 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.

from $150

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

Tour to Plymouth including Plimoth Patuxet Museum and Mayflower

6 to 8 hoursFree Cancellation

5.0

(4)

from $279

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 Small-Group Day Trip with Breakers & Marble House Admission

11 hoursFree Cancellation

4.7

(289)

from $155

CODA, Manchester by the Sea Half Day Movie Tour

Follow the cinematic trail of CODA and Manchester by the Sea on this scenic 4.5-hour coastal tour through Gloucester and Manchester-by-the-Sea. Step aboard Ruby’s world with a visit to the real "Angela Rose" fishing boat at Rockport Wharf, and stroll through the seaside town where her dreams took flight. Continue along the beautiful Massachusetts coastline to Manchester-by-the-Sea, where quiet streets and sweeping ocean views formed the emotional backdrop of the Oscar-winning drama. Along the way, soak in local stories, film trivia, and photo-worthy moments that bring screen magic to life in these two charming New England towns.

CODA, Manchester by the Sea Half Day Movie Tour

6 hours 30 minutesFree Cancellation

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination of the Revolutionary War sites in Boston and Cambridge that you won't have seen. Then onto Lexington and Concord to see the towns where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant, and lesser known sites along the way giving a detailed account of events in April 1775. For those less interested in the details of the battles, there's the option to visit the home of Louisa May Alcott or just take some time to enjoy the pretty main street of Concord. The itinerary gives the list of sites we'll visit, but timings are flexible to let us spend time at the places you're most interested in. We'll also stop for lunch (not included in price of tour) and there's plenty of photo opportunities.

from $88

Likely to Sell Out

Boston, Lexington and Concord Revolutionary War Car Tour

6 hoursFree Cancellation

5.0

(14)

from $995

Per group

New York City Day Tour from Boston

15 hours 30 minutesFree Cancellation

4.0

(36)

from $184

Boston Private Day Trip with Salem & Cape Ann’s North Shore

6 hours

4.8

(4)

from $615

Price varies by group size

Highlights of Boston Private Tour

5 hours 30 minutesFree Cancellation

4.9

(34)

from $393

Price varies by group size

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Boston: Underground Railroad History Tour of Beacon Hill

Wanda_B, Aug 2026

This tour was so informative and enlightening! I would recommend anyone visiting, or living, in Boston to experience it!

This tour was so informative and taught a bit on the lives of enslaved people and their plight for freedom. Megan did a wonderful job educating us on some of the more famous, and those not as famous, abolitionists who had their hands in helping dissolve the abysmal and dreadful institution of slavery. Since the tour is a walking tour of Beacon Hill, she allowed many breaks so that we were not so physically overwhelmed. I think this educational tour would be a wonderful learning experience for the young and old, as well as Boston natives or those just visiting Boston. It allowed the tourist to understand a bit about the importance Boston played in the fortification of the Underground Railroad. It was definitely a side of Boston I would not have gotten to enjoy and experience if I had not done the tour.

Boston to Newport Small-Group Day Trip with Breakers & 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.

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

Larry_L, Jul 2026

Fall in Love with Matha's Vineyard

Amazing introduction to the entirety of Martha's Vineyard. Harry provided a fabulous experience once on the island. As a lifelong resident of the area, his stories and detailed descriptions of the locations, homes, and points of interest brought the island to life, and really made you want to stay longer, and explore more in-depth. Or transfer driver from Boston, Rory, was just as entertaining and informative with plenty of stories and recommendations for both Boston and the Cape areas. Could not recommend this tour any higher.

Boston to Kennebunkport Day Trip with Optional Trolley Tour

London_J, Jul 2026

A five star must do trip and guide!

Jennifer was the best tour guide we have experienced through our travels. She made sure that it was a stress free day even before it started. She listened to our requests and made us feel that we were here number one priority. She made us feel safe throughout the day and she went out of her way to provide a 5-star service. This tour was beautiful, relaxing, fun, and so much more. I’d give this tour (especially our guide) more stars if I could! It was the best part of our trip! Thank you!

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

David_C, Jul 2026

Great lobster trip

Sam was an excellent tour guide and driver. Easy to hear and good information. I only wish the vehicle would have been bigger or fewer people. It was a minivan designed for a family with children not 7 adults. My wife was cramped in the middle of the middle seat which is actually not a seat. There was a couple in the back seat and I don’t know how he managed to sit. The overall trip was good and the lobster meal was wonderful and very reasonable. The really sweet thing that Sam did was drop us off at our hotel so we didn’t have to get an uber.

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

Roseanne_H, Jul 2026

Great Martha’s Vineyard trip.

This tour was very informative, not rushed, very enjoyable. Having a guide that was born and raised on Martha’s Vineyard, made the tour more personal. Along the route people would recognize John and wave. Both John, our guide, and Paco our van driver from Boston, were courteous and friendly.

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

Lauren_M, Jul 2026

Thatch was fantastic! He...

Thatch was fantastic! He was engaging the entire time & provided a lot of information. He made the experience light and fun even though it was a very long day. When it came time to explore on our own, the time alloted was adequate. The transport bus was comfortable and spacious even though it was almost filled. Great experience!

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 🙂