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Boston

Day trips

Our most recommended Boston Day Trips

Foxwoods, CT: 33-Story Building Zipline Flight Pass

1. Foxwoods, CT: 33-Story Building Zipline Flight Pass

Journey to the rooftop of Fox Tower at Foxwoods Resort Casino, 350 feet off the ground. Feel the cool, crisp, air under you as you soar over the treetops at nearly 60mph, arriving a mile away at the Mashantucket Pequot Museum and Research Center, with a smile from ear to ear! There is no other experience in Boston, New York or America quite like it! If you wish to visit the Pequot Museum after your flight, a $10 discounted entry ticket is available for purchase at the front desk. Once your flight is complete, a complementary shuttle will return you from the Musuem landing area back to the HighFlyer ticket counter. Souvenir photos and merchandise are available for purchase before and after your flight.  

Boston: Afternoon Sailing Trip Around Boston Harbor

2. Boston: Afternoon Sailing Trip Around Boston Harbor

Embark on a scenic sailing trip on board an authentic tall ship in Boston Harbor. Sailing offers a great family-friendly way to see Boston from a new viewpoint. Choose between a 1.5-hour sail on the Liberty Star or a 2-hour sail on the Liberty Clipper. Hop on board and be transported back to the time when the tall ships would come in from the Old World. You can help set the sails, take the wheel, or sit back and enjoy the passing scenery of the Boston Harbor and the surrounding islands with the city skyline as a backdrop. The Liberty Clipper is a 125-foot gaff-rigged schooner designed after early American privateers. There is a cash-only bar on the ship with beer, wine, mixed drinks, sodas, bottled water, and snacks available. The Liberty Star is another gaff-rigged schooner modeled after 19th-century vessels that were once known for their speed and agility. The vessel offers a similar taste of what it was like to sail the magnificent ships that were once a common sight in every port. 

From Boston: Martha's Vineyard with Optional Island Tour

3. From Boston: Martha's Vineyard with Optional Island Tour

Start your day with pickup from your downtown Boston hotel in a mini-coach for the 1.5-hour journey to the ferry in Falmouth, Cape Cod. Enjoy complimentary snacks and bottled water while browsing the Martha’s Vineyard guidebook as you plan your 6 hours on the island. After a short ferry ride, prepare to discover the beautiful island. Choose from either joining a 3-hour guided tour or exploring it at your leisure. For both options, you will be provided with a discount card valid at some of the island's restaurants and attractions. Be sure to visit the amazing gingerbread cottages in the town of Oak Bluffs. See the town of Edgartown known for its whaling captains' homes and quaint downtown shops. Head to breathtaking Gay Head Cliffs and see the famous lighthouse in the town of Aquinnah. Bike and jeep rentals are available for purchase or use public transportation to see the island. After your day on Martha's Vineyard is complete and you return on the ferry, sit back and relax on your comfortable minibus ride back to Boston.

Boston: Harbor Codzilla High Speed Thrill Boat

4. Boston: Harbor Codzilla High Speed Thrill Boat

Spark your adrenaline on a high-speed boat ride around Boston Harbor. Ride at break-neck speeds and enjoy the lively atmosphere on board with loud music and crew interaction. This is no ordinary boat ride. True to its name, Codzilla is monstrously fun, a thrill a minute as you scream across the water at up to 40 mph, with a few hairpin turns and 360-degree spins thrown in for evil measure. Take a cruise on the wild side as you scream for more after riding Codzilla. The wind roars, the music blares and the waves will splash during a wet and wild 40-minute ride at full blast. The ride features an original soundtrack and a show scripted by Hollywood screenwriters. Sit back and relax? Not on this cruise. The boat, Codzilla, is 70 feet of marine aluminium and bad attitude, prowling the ocean with 2 turbo-charged diesel engines, state-of-the-art water jets and 2,800 horsepower. Its unique hull design makes it capable of thrilling 360-degree turns and spinning on a dime. So be sure to secure all hats, scarves, eyewear and bad hairpieces. 

Boston: Harbor Sunset Yacht Cruise

5. Boston: Harbor Sunset Yacht Cruise

Embark on a sunset yacht tour of Boston Harbor. Step aboard the classic Northern Lights yacht, a coast guard certified vessel with a captain and crew. The motor yacht Northern Lights is stylized after the classic New England 1920s-style steamships. Sit back and relax in a climate-controlled (with heating and air-conditioning) cabin, or enjoy the sea breeze on the open-top deck. Be sure to visit a fully stocked bar on the main deck to purchase refreshments by credit card, to sip refreshing drinks as you cruise along the harbor. The Northern Lights yacht is one of the most comfortable and versatile cruise vessels in Boston Harbor, at 115 feet in length it features six bathrooms and provides ample seating throughout the ship for up to 149 passengers. Built for taking groups of people on spectacular sightseeing adventures, she is the perfect vessel for taking groups of friends and family out to see the harbor.

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

6. Boston: Harbor Champagne Sunset Sail from Rowes Wharf

Embark on a sightseeing sunset cruise on Boston harbor and soak up the views of the famous skyline. Admire city highlights, including the Inner Harbor Islands and the Boston Fish Pier.    Board an elegant sailing yacht, the ' Adirondack III.' Travel in style on a classic 80 foot pilot schooner that is comfortable and spacious. Glide smoothly over the water and have the option of purchasing a refreshing drink at the onboard bar. Admire views of the historic scenery of Boston Harbor as you pass by the Boston Fish Pier and the Moakley Federal Courthouse at Fan Pier. Capture pictures of Castle Island and the Donald McKay monument. Cruise through the Inner Harbor Islands. Step back in time as you cruise by the historic Charleston Navy Yard. Go by the lush greenery of the Waterfront Park and take in the modern architecture of buildings like the New England Aquarium. Take a selfie in front of the Boston skyline. Have your questions about the sights and history of Boston Harbor and its surrounding areas answered by the attentive crew. Hear facinating facts and old-time legends about the maritime world of Boston. Return to your meeting point at the end of the tour.

Boston: Fall Foliage Tour

7. Boston: Fall Foliage Tour

Journey on the Kancamagus Byway and stop at scenic viewpoints on this day trip from Boston into the White Mountains. View red, gold, and orange leaves along the way. Go on two hikes to capture pictures of waterfalls framed in autumn colors. Start with pickup from your hotel in the greater Boston area. Ride north into New Hampshire and experience the beautiful fall colors as you drive higher into the mountains. Make a short stop half-way through the drive where you can buy a coffee or cider. Relax, on the scenic drive along the Kancamagus Byway and make several stops for pictures of the mountains and leaves. Listen as your guide shares information about the region. Take 2 short excursions on easy hiking trails to view historic waterfalls. Then, enjoy a 1.5-hour lunch and shopping break in the mountain town of North Conway. This is a quaint town surrounded by snow-capped mountains and rugged cliffs. Head further into the White Mountains for the last stop near the spectacular Omni Mount Washington Hotel to marvel at New Hampshire's tallest and most extravagant mountain range. Finally, your guide will point out a few more interesting sights before the 2-hour journey back to your hotel in Boston.

Boston and the Freedom Trail from New York: Day Trip

8. Boston and the Freedom Trail from New York: Day Trip

Depart New York along the Eastern Coast through Connecticut to Massachusetts and to its capital, Boston. Your first stop is the city of Cambridge where will find one of the most famous and most prestigious universities in the world: Harvard. The tour starts with a walk in Harvard Yard; the oldest academic ground in America. See Widener library, then rub the shoe of John Harvard for good luck. Continue to a panoramic tour passing by City Hall, MIT and Cambridge College. Then cross the Charles River and arrive in the center of the intellectual capital of the country. Visit Copley Square, home to beautiful Trinity church. Next up is a walk along the Freedom Trail through Boston Common Park. Break for lunch at Quincy Market, and try the world famous Clam Chowder or a lobster roll. After lunch, visit the site of the famous Tea Party and the navy ship Constitution. In the late afternoon, depart southwest for an evening arrival in New York.

Boston: Downtown Harbor Sailing Cruise

9. Boston: Downtown Harbor Sailing Cruise

Experience Boston like never before onboard the 80-foot pilot schooner Adirondack III. Enjoy a round-trip of smooth sailing, with some invigorating speed to boot. Within minutes of leaving dock, you’ll forget the distractions of life on land as you experience the joy of a sailing adventure. Cruise past landmark attractions, such as the Boston Fish Pier, Moakley Federal Courthouse at Fan Pier, and Castle Island. Drift past the Inner Harbor Islands and see the historic Charleston Navy Yard. Look out for the green oasis of Waterfront Park and the home to hundreds of marine critters, including sharks and sea turtles, at New England Aquarium. Your knowledgeable captain and crew will be on hand to answer questions about the sights and history of Boston Harbor and its surrounds, from interesting facts to old-time legends. Wines and local micro beers are available to purchase onboard, while complimentary soda and water will keep you hydrated along the way.

Boston: Freedom Trail Self-Guided Tour

10. Boston: Freedom Trail Self-Guided Tour

Embark on an adventure through the United States' history and discover fascinating stories about Colonial America and the Revolutionary War. On this self-guided tour, led by GPS, explore Boston’s Freedom Trail at your own pace and learn about this fascinating period of history. Begin the experience in the center of the city at Boston Common. Hear stories about the common’s history and how the first settlers founded the city. Next stop is Massachusetts State House followed by the 54th Regiment Memorial where you’ll learn about the Civil War. Continue to Park Street Church and discover the importance of this landmark, then find out about the iconic figures buried at the Granary Burying Ground. Arrive at the Latin School next, one of the city’s most notable attractions due to its impressive alumni. From here, reach the Old South Meeting, built in 1729, then explore the Boston Massacre site and hear about the incident that occurred here. Faneuil Hall, the Holocaust Memorial, Haymarket, Paul Revere House, Old North Church, and Copp’s Hill Burying Ground, make up the last leg of the tour, which ends at the Bunker Hill Monument.

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Frequently asked questions about Boston Day Trips

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Other Sightseeing Options in Boston

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What people are saying about Boston

Overall rating

4.3 / 5

based on 813 reviews

The kids saw this boat pulling in and it became non-negotiable. We HAD to take a ride. It was a ton of fun. Loud, fast, splashy, and a fun story to go along. Just the right length, and a reasonable price. Would definitely recommend as a fun way to get out on the water for a bit.

The wharf area was impressive. It was a great evening for sailing and the views were amazing. We enjoyed talking with the captain and the crew was professional and friendly. Fun times for sure, highly recommended!

The harbor was beautiful, and the crew was great - very knowledgeable, personable, and attentive. Would definitely take this cruise again.

Nice ride wish the weather was nice so we can see sunset and newmoon

Very relaxing. The captain and crew were fantastic!