All of Our Fun Day Trips Near Boston

All of our Boston area tours and activities below are in partnership with local businesses and guides. Support the local tourism industry by getting out of Boston and discovering everything Massachusetts has to offer!

Want to learn more? Read How It Works and please get in touch if you have any questions. Otherwise, what’s stopping you from planning your next fun day trip from Boston?

Explore Our Sightseeing Tours From Boston

Hidden Gems of Castle Hill: Seashores, Gardens, and Scenic Trails

From$65
Discover the hidden gems of Castle Hill! Enjoy stunning views from the Grand Allée, explore the peaceful Steep Hill Beach, hike through scenic dunes, and visit the newly restored gardens. This hike has it all!
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Hike the Dunes of Castle Neck at Crane Estate

From$69
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has.
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Holiday Lights at New England Botanic Gardens

From$70
Escape the city hustle and immerse yourself in the magic of the season at New England Botanic Garden with a breathtaking winter light display that is unmatched in the region.
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Fall Farm Day at Sauchuk Farm: From Boston with Transportation

From$63
Explore Massachusetts' largest corn maze at Sauchuk Farm, celebrating 100 years of the Boston Bruins! Enjoy world-class maze designs, farm games, delicious treats, and pick apples or pumpkins this Fall.
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Plymouth Haunted History Tour

From$65
Join us this Halloween for a spine-chilling journey through the darker side of Plymouth's rich history. With over 400 years of stories, Plymouth is a city where the past lingers, leaving behind an indelible imprint.
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Explore New England: Exclusive Cranberry Farm Tour

From$63
Discover the magic of cranberry farming at Benson’s Pond in Middleboro, MA! Join our guided walking tour of a third-generation family-owned farm.
(2 Reviews)
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Hammond Castle exterior view

Day Trip from Boston: Exploring Hammond Castle Museum

From$58
Nestled on a bluff overlooking the Atlantic Ocean explore the enchanting European-style Hammond Castle Museum at your own pace with a self-guided tour through its stunning galleries.
(1 Review)
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Crane Estate

Guided Tour of Castle Hill on the Crane Estate: Day Trip from Boston

From$75
Visit Castle Hill at the Crane Estate and experience the grandeur of a seaside estate, its marvelously landscaped grounds, restored Grand Allée, gardens, and Casino complex.
(1 Review)
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New England Botanic Gardens Day Trip from Boston

From$63
A botanical adventure awaits you at the top-rated New England Botanic Gardens at Tower Hill! Join our self-guided tour for a captivating journey through lush flora. Then, unwind at our charming coffee shop amidst nature's tranquility and explore on your own.
(1 Review)
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Beginners Rock Climbing Experience at Red Rock

From$150
Begin your rock-climbing adventure to Red Rock, nestled within Halibut Point State Park. Renowned as the premier beginner crag near Boston, Red Rock features moderate routes on high-quality rock with well-bolted tops, making it perfect for learning and refining climbing skills.
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College Rock Park Rock Climbing Experience

From$150
Prepare for an exhilarating climbing experience at College Rock, a hidden gem within the scenic landscapes of Hopkinton, Massachusetts.
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Self-Guided Nature Walk at World’s End

From$52
Discover the hidden gem of World's End in Hingham, MA with our expert guide Michele on a scenic 3.8-mile loop. This guided walk, featuring easy and mostly flat terrain, is perfect for all skill levels.
(2 Reviews)
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DeCordova Sculpture Park & Museum Day Trip from Boston

From$53
Embark on a deeper exploration of this immersive experience by joining our deCordova tour guide. Engage in vibrant conversations that delve into various aspects, including artists, art-making processes, materials, and the institution’s rich history.
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Seasonal Tour | Currently Unavailable

Become a Cranberry Bogger: Experience a Day on the Farm

From$199
Become a Cranberry Bogger for a Day at Benson’s Pond in Middleboro, MA! Join our small-group tours to experience a hands-on New England cranberry harvest.
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Seasonal Tour | Currently Unavailable

Bogs, Brews, and Views: Harvest Photo Op Experience

From$132
Immerse in the magic of cranberry harvest with our In the Bog Photo Op Experience. Suit up in chest waders and enjoy 30 minutes wading through vibrant cranberries. Afterward, relax with food, brews, live music, and sunset views.
(2 Reviews)
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Seasonal Tour | Currently Unavailable

Day Trip from Boston: Cape Cod Kayak Tour at Lawrence Pond

From$150
Join us for a delightful summer day at Lawrence Pond on Cape Cod! Pack a delicious picnic lunch and come along for an adventure-filled day of guided kayaking exploration and time on your own to unwind and enjoy the natural splendor of Cape Cod.
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Seasonal Tour | Currently Unavailable

Kayak Popponesset Bay on Cape Cod: Day Trip from Boston

From$150
Escape the Cape Cod traffic and join our all-inclusive kayaking adventure, featuring secluded beaches, stunning real estate, and diverse wildlife. Guided by ACA certified experts, you'll explore the best routes and discover ocean critters at the "Spit" while enjoying breathtaking scenery.
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Seasonal Tour | Currently Unavailable

Day Trip from Boston: Kayak Castle Neck River at Crane Estate

From$95
Experience the beauty of MA's North Shore with a guided kayak tour through the waters of the Great Marsh. Explore the Castle Neck River & discover the diverse wildlife of New England’s largest salt marsh.
(1 Review)
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Seasonal Tour | Currently Unavailable

Plum Island Bird Watching Experience with Transportation

From$100
Discover the avian wonders of Parker River National Wildlife Refuge on a captivating birding tour with our local expert, Steve.
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Seasonal Tour | Currently Unavailable

Guided Plymouth Walking Tour: Explore History and Enjoy a Scavenger Hunt

From$65
Embark on a captivating walking tour of historic Plymouth, Massachusetts with local guide Vicki. Click to read more…
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Seasonal Tour | Currently Unavailable

Pick-Your-Own Tulips Adventure

From$62
Jump into spring with a tulip-picking adventure at Wards Berry Farm in Sharon, MA. Join us on the farm where you can wander through vibrant fields of blooming tulips, hand-select your favorite blossoms, and create a personalized bouquet in a mason jar to take home.
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Our tours and day trips outside Boston are set to launch at the end of April 2024. 

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