Tours & Activities in Gloucester

Immerse yourself in the ocean drive around Rockport and Gloucester. Explore scenic beaches, learn the area's history, and listen to some trivia.

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.

This bundle covers Boston's iconic Freedom Trail, Harvard University, the Harborwalk, Salem Witch Trails, and a scenic Cape Ann. This is the ultimate "must-do" package for a New England trip.

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.

Relive the American Revolution on a private self-guided walking and driving tour. See the Freedom Trail of Boston, Old City of Philadelphia, and more at your own pace with an audio guide.

Explore Boston, Cambridge, Salem, Cape Ann, and more! This package covers Boston's iconic Freedom Trail (Old North Church, Faneuil Hall, & more), Harvard University, 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, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

Enjoy a private driving tour from Boston to Salem and the North Shore with a local guide. Discover the real stories behind the Salem Witch Trials and explore the picturesque North Shore.

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, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

Discover Massachusetts with this self-guided tour. Dig into the history of Boston, Salem, and Plymouth, and witness the scenery of Cape Cod’s coastline – all in your own time and at your own pace.

With this top-tier self-guided tour bundle, explore America's beautiful East Coast. Explore Bar Harbor, Acadia National Park, the Blue Ridge Parkway, and the Kancamagus Scenic Byway. Walk the Boston Freedom Trail, Cambridge, Plymouth, and Harvard Yard. Explore the Salem Witch Trials, Lexington & Concord, Cape Cod, Cape Ann, Martha's Vineyard, and Newport's Gilded Age grandeur. Cades Cove, Great Smoky National Park, and Washington D.C. Recommended: Purchase one tour per car. Everyone can listen at the same time! After booking, you can check your email before downloading the Tour Guide App by Action, entering your unique password, and accessing your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips! This is not an entrance ticket to attractions along the route. Check opening hours before your visit.