Gloucester, Massachusetts
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Gloucester

Massachusetts • United States

74°F

High: 76°F / Low: 72°F
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Let the spirit of adventure guide you as you uncover the hidden gems and unforgettable experiences that make Gloucester a destination like no other. Uncover awe-inspiring locations and exciting attractions across Gloucester, chosen by our community and tailored to you.

$80 Tour Provided by Viator
5.00

Self Guided Day Tour of Hammond Castle Museum from Boston

Looking for a day trip from Boston by train? Step inside a medieval-style castle on the New England coast! The Hammond Castle Museum, built in the 1920s by eccentric inventor John Hays Hammond Jr., is a stunning mix of history, architecture, and innovation. Wander through its grand halls, secret passageways, and oceanfront grounds at your own pace. What You’ll Experience Roam through the breathtaking halls, medieval artifacts, and hidden chambers of this one-of-a-kind seaside castle. See its towering stone archways, gothic-style rooms, and original furnishings. Step onto the castle’s terraces for stunning panoramic views of the Atlantic Ocean and Gloucester’s rocky coastline. Learn about Hammond’s groundbreaking work in radio and remote-control technology through interactive exhibits and displays. Each Trip includes The Weekend Commuter Rail Pass, so your travels don’t need to end when the tour ends! The Weekend Pass is valid on ALL Commuter Rail Lines all weekend!

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$35 Tour Provided by Viator
4.97 (39 reviews)

Haunted Harborwalk - Ghost Tour of Historic Downtown Gloucester

Where History and Hauntings Cross Paths Haunted Harborwalk is a 90-minute guided ghost tour through the historic downtown of Gloucester, Massachusetts, with glimpses of the harbor’s edge. Wander old streets and hidden alleys as you uncover true tales of tragedy, mystery, and the supernatural. Hear chilling accounts of the witches of Dogtown, ghostly soldiers who still march these very streets, and the restless spirits that linger in America’s oldest seaport. Step carefully—some stories are still alive.

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$45 Tour Provided by Viator
4.92 (2322 reviews)

Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!

Guaranteed Sightings!  7 Seas Whale Watch is located in the heart of historic downtown Gloucester, MA and in one of the busiest parts of Gloucester harbor. As soon as you board the Privateer you will be surrounded by the sights and sounds of Gloucester’s working waterfront. You may see fishing boats unloading fish, lobster men baiting and setting their traps, and perhaps even some of our indigenous wildlife such as Harbor seals, Gray seals, and various species of birds. The tour begins with a harbor tour of Gloucester Harbor starting with Cape Pond Ice (which most of you have seen on Wicked Tuna and ends at the Dog Bar Breakwater.  A typical trip is anywhere from 3-4 hours but may be extended if the whales move further out for feed.  The Privateer IV was built for 300 passengers but we only book to 150 to ensure the comfort and safety of our passengers and is equipped with restrooms, and on-board food Galley and bar.

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$48 Tour Provided by Viator
4.81 (4736 reviews)

Whale Watching Tour in Gloucester

You are guaranteed whale sightings on this whale watching tour out to Stellwagen Bank, a national marine preserve about 12 miles off the coast of Gloucester deemed one of the "Top 5 Whale Watching Destinations in the World" by the World Wildlife Fund due to the wide variety of whale species whom migrate to the coast of Gloucester, Massachusetts every year to feed on the abundant natural resources. This is one of the best whale watching in New England as it's an awe-inspiring experience which every human being should have the opportunity to appreciate.

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$50 Tour Provided by Viator
4.67

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly entertaining, thoroughly researched and prepared by local guides. Self-Guided Tours are: 1- Boston Freedom Trail (Walking) 2- Harvard Square (Walking) 3- Boston Ghost (Walking) 4- Salem Witch Trials (Walking) 5- Boston Harborwalk (Walking) 6- Plymouth (Walking) 7- Cape Cod & Provincetown (Driving) 8- Cape Ann (Driving) 9- Battle of Lexington (Driving) 10- Martha’s Vineyard (Driving) This self-guided tour allows you to explore Boston’s historic wonders with maximum flexibility and value. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

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$25 Tour Provided by Viator
4.40

Boston App-Guided Audio Tour Bundle: Freedom Trail and More

Explore Boston, Cambridge, Salem, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), the Harborwalk, Salem Witch Trails, and a scenic waterfront drive near Cape Ann. This is the ultimate "must-do" package for a Boston and New England trip. This self-guided tour allows you to explore Boston’s historic wonders with maximum flexibility and value. Purchase one tour per car. Everyone can listen at the same time! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

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$17 Tour Provided by Viator
4.13 (111 reviews)

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Recommended: Purchase one tour per car, not per person. Everyone listens together! Discover the natural beauty of New England’s most picturesque coastline with this narrated driving tour. Hear the tragic tale of the Perfect Storm and how that fateful day still reverberates along this coast. Cruise past perfect beaches, explore the history of quaint fishing towns, visit iconic lighthouses, and learn why the locals find the call of the sea so impossible to resist. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

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$12 Tour Provided by Viator
3.00

Cape Ann Self Guided Driving Tour Audio/GPS Gloucester, Rockport

Explore the coastline of Gloucester and Rockport, Massachusetts, with this self-guided GPS audio driving tour of Cape Ann. Discover the rich history of Cape Ann as you visit iconic sites like the medieval Hammond Castle Museum and picturesque Halibut Point State Park. Learn about the granite industry's fascinating past and the artistic legacy of local painters like Fitz Henry Lane while enjoying stunning views along Route 127 and 127A. This tour allows you to explore at your own pace, making it perfect for families and history enthusiasts alike. - Self-guided tour covering 25 miles of scenic coastline - Visit historical sites like Hammond Castle and Eastern Point Lighthouse - Flexible pacing allows for stops at beaches, museums, and trails - Family-friendly, suitable for all ages and no 4WD required

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$49 Tour Provided by Viator

Hydromassage Bed Gloucester Massachusetts

Experience ultimate relaxation and rejuvenation with our Hydrotherapy Massage Bed. Let the soothing water therapy and gentle massage techniques melt away stress and tension, leaving you feeling refreshed and revitalized.

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$950 Tour Provided by Viator

Private Sailing Catamaran Charter in Gloucester

Set sail on a private catamaran adventure aboard the Fountaine Pajot Mahe 36 Evolution, designed to accommodate up to 6 guests or more with prior arrangement). Captained by the knowledgeable Capt. Lu, enjoy the scenic Gloucester Harbor and rugged Cape Ann coastline in a relaxed atmosphere. This sailing experience is perfect for families, couples, and small celebrations, providing ample space to unwind and explore at your own pace. - Experience Gloucester's coastline from a spacious 36-foot catamaran - Tailored trips for special occasions like birthdays and proposals

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