Things to do in
Gloucester, Massachusetts

Gloucester, Massachusetts

Our most recommended things to do in Gloucester, Massachusetts

Ultimate Boston Self-Guided Walking Tours Bundle

Ultimate Boston Self-Guided Walking Tours Bundle

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map. Note: Each tour covers essential sights and takes 2-3 hours, over 3+ miles. Start in the city of Boston and walk in the footsteps of Revolutionary War heroes. Hear the story of Paul Revere’s Midnight Ride and relive the fight for American Independence with a self-guided walking tour of Boston’s Freedom Trail. Immerse yourself in the stories of the American Revolution, the Boston Tea Party, and the Sons of Liberty as you stroll along Boston’s scenic Harborwalk. Uncover Boston's historic and storied past while enjoying its beautiful harbor views between South Station and Long Wharf. Next, discover Cape Ann with a self-guided driving tour along the scenic waterfront. Enjoy the vistas, beaches, and natural beauty of the New England coastline at your own pace. Visit the famous Fisherman's Memorial, beautiful Beauport, all while diving into the stories of Massachusetts of days past. Shifting the scene to Salem, begin at the Salem Visitor Center. Learn about the Salem Witch Trials at the dedicated memorial and the Old Burying Point Cemetery. Stop by historic spots like the Old Town Hall, the Joshua Ward House, and Gedney House. Marvel at the Witch House and end your tour at The House of the Seven Gables, immersing yourself in the haunting history of Salem's Witch Trials. This Bundle Includes: • Freedom Trail • Bunker Hill Monument • Boston Harbor • Boston Ghost

Gloucester: Explore Cape Ann & Rockport Scenic Driving Tour

Gloucester: Explore Cape Ann & Rockport Scenic Driving Tour

Start by downloading the Action Tour Guide app that will function as your personal guide, audio tour, and map all in one. Purchase one tour per car, not per person. Everyone listens together! Begin the tour in Gloucester. Head toward State Fort Park where you will hear about the Tablet Rock. From there, move on to the Fisherman’s Wives memorial and learn about its significance. Proceed on to the Fisherman’s Memorial over the Blynnman Canal Bridge before stopping for a stroll at Gloucester HarborWalk. Enjoy the view of the sea and pay a visit to the Maritime Museum, if you want. Next, see whales from the Cape Ann Whale watchpoint before discovering one of the oldest colonies in the U.S., Rocky Neck Art Colony. Make further stops at Niles Beach, Beauport Mansion, Eastern Point Lighthouse, Good Harbor Beach, and Pebble Beach. After Pebble Beach, you will be approaching Rockport before beginning the return journey to Gloucester. This part of the tour has some trivia and interesting spots to keep you engaged. On the way back, pass Halibut Point State Park and Harvey Reservation. If you want, you can take a break at Plum Cove Beach after the park. The tour then concludes at the Goose Cove reservation.

Boston: Salem and North Shore Private Guided Tour

Boston: Salem and North Shore Private Guided Tour

Embark on a private guided tour from Boston to Salem and the picturesque North Shore. Journey northward along the Atlantic Coast and stop in several seaside towns to explore their maritime heritage, pristine beaches, charming streets, and historic homes. Start with pickup from your accommodation and travel to the town of Salem. Discover the real stories behind Salem’s most infamous event, the Salem Witch Trials, at the sites where they occurred. Stop at Salem cemetery where several notable residents, including a notorious judge who presided over the Salem Witch Trials, are buried. You can also choose to visit The House of the Seven Gables, the Salem Witch Museum, and Essex Street, Salem’s vibrant downtown district. Next, venture to the Cape Ann peninsula, which includes idyllic Manchester-by-the-Sea, known for its beaches and upscale boutiques, and Gloucester, a bustling port with historic lighthouses and thriving art scene. Admire the postcard-perfect village of Rockport, a perfect place to enjoy ocean views, listen to the waves crashing on the shore, and see the most-painted building in America, Motif No. 1. After a day of exploration, relax on the return journey to Boston, with drop-off at your accommodation.

From Boston: New England Seacoast Day Tour

From Boston: New England Seacoast Day Tour

On your journey from Boston, see the incredible beauty and history of the New England coastline as your guide navigates the Coastal Scenic Byway. Smell the aroma of salt air as you skirt along rugged coastal beaches, harbors, lighthouses and much more during this all-day tour from Boston. Stop at quaint villages settled in the early to mid-1600s: Salem, Gloucester, Rockport, and Essex. Learn about famous personages like Cotton Mather of the witchcraft trials of 1692, trade, and coastal fishing industry. Hear the story of the tragic Andrea Gail, sailing out of Gloucester in search of swordfish on a glass sea, and the movie it inspired, The Perfect Storm. Visit historic Bearskin Neck in Rockport and snap a photo of Eastern Point Lighthouse and the fishing shack Motif 1. Leave Boston and the hustle and bustle behind and enjoy a drive north first to Salem, famous for the 1692 witchcraft trials where twenty town folks met their fate. Learn about the Puritan Cotton Mather. Visit the House of the Seven Gables, inspiration for the novel by Nathaniel Hawthorne. Walk the first National Park Service Historic Site, home of 12 homes and structures from the 1800s, right on the waterfront. Visit the old Custom House Hawthorne worked in. Study the Friendship, an exacting replica of an 1800s schooner. Gloucester is the next stop, established in 1713. An important fishing port to this day, because of Georges Banks, one of the richest fishing grounds in the world, blending with the Grand Banks of Nova Scotia and Newfoundland. This town is home to the world-famous Gorton’s Seafood of Gloucester. Rockport: Take a leisurely stroll around the artist colony at Bearskin Neck, and window shop past one of the 35 art galleries in one of the oldest art colonies in America. Join thousands of photographers and painters around the world in viewing the iconic Motif No. 1 fishing shack overlooking picturesque Salem harbor. Snap a photo of one of the many historic lighthouses still protecting mariners along this rugger coastline. Experience Essex, a small colonial town once renowned for shipbuilding, and pure tidal waters allowing for an important clamming industry today. Have lunch at Woodman’s of Essex, where you may choose to try a “fried” clam roll. Did you know that the movie The Crucible was filmed Essex? After a adventuresome full-day of touring, your guide will return you to your hotel or pickup location with once-in-a-lifetime memories to take back home.

Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts Self-Guided Driving and Walking Tours Bundle

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map. Purchase one tour per car, not per person. Everyone listens together! Note: In this bundle, each tour is 169+mile-long and takes 2-3 hours to complete. Get to know the most famous Massachusetts attractions using this self-guided tour, which comes with a guide, an audio tour, a map as well as animated videos at some of the stops. In your own time and at your own pace, visit attractions such as Plymouth, Martha’s Vineyard, and more. Then, head to the Freedom Trail to walk in the shoes of the United States' Founding Fathers. Hear how the first sparks of revolution flew in Boston and how those sparks became an inferno. Feel the revolution come alive as you pass sights like the church where Paul Revere’s famous lanterns once hung. Next, immerse yourself in the ship-rigging, ale-drinking, shanty-singing days of Colonial Boston on Boston’s Harborwalk and revisit the fiery lead-up to the American Declaration of Independence. Admire harbor views and visit the site of the Boston Tea Party. Continue by following your app to the most haunted spots of the city and hear popular ghost stories. Walk through graveyards, execution sites, and more while hearing hair-raising tales of the unquiet dead. After, head to Salem, and learn the truth behind the infamous Witch Trials. Turn the clock back even further in Plymouth, the town founded by Pilgrims fresh off the Mayflower. See where they first landed, hear how they organized their system of government, and revisit the complicated dynamic between those newcomers and the Wampanoag tribe. Drive out to Cape Cod, where colonial history collides with the present. Cruise past historic villages and continue along the coastline to explore towns like Gloucester and trace their seafaring history. Ride along a rocky shore dotted by beaches, and catch some sun and surf. Head to Lexington and Concord and follow the route of a battle between an American militia and the British army. Find out how the Americans turned the tide, and what it meant in the fight for independence. Finally, retreat to Martha’s Vineyard. Visit cute towns and learn some surprising history. This bundle includes 12 tours: • Boston Freedom Trail Walking Tour • Bunker Hill Monument Walking Tour • Boston Ghost Walking Tour • Salem Witch Trials Walking Tour • Boston Harborwalk Walking Tour • Plymouth Walking Tour • Cape Cod & Provincetown Driving Tour • Cape Ann Driving Tour • Battle of Lexington Driving Tour • Martha’s Vineyard Driving Tour • Cambridge Driving Tour

From Boston: Hammond Castle Museum Ticket w/ Transportation

From Boston: Hammond Castle Museum Ticket w/ Transportation

Skip the hassle of weekend traffic and allow us to handle all the details! This tour includes round trip transportation from Boston utilizing the Commuter Rail, each tour includes a weekend commuter rain pass that's valid all weekend so your adventures don't have to stop! Explore the enchanting Hammond Castle Museum at your own pace with a self-guided tour through its stunning galleries. The museum’s comprehensive booklet provides in-depth information about the castle’s history and inhabitants, alongside a suggested route. Nestled on a bluff overlooking the Atlantic Ocean, this European-style castle was constructed in the late 1920s by the visionary scientist and inventor John Hays Hammond, Jr. His extensive travels and passion for ancient, medieval, and Renaissance art are evident throughout the castle, which features architectural elements from the Old World and innovative technological applications. Highlights include the majestic courtyard with its tropical plants and concealed pool, and the impressive pipe organ, one of the world’s largest, with 8,400 pipes and revolutionary features. Hammond Castle has served as a set for TV shows and films and continues to attract thousands of visitors each year. Now in its 48th season, the museum offers new exhibits, educational programs, and community events, aiming to become a leading STEM museum in Essex County.

Liberty, Freedom, and Revolution: American Tours Bundle

Liberty, Freedom, and Revolution: American Tours Bundle

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map. Purchase one tour per car, not per person. Everyone listens together! Note: In this bundle, each tour is 3+ miles long and takes 0.5-1 hour to complete. Discover the history of the American Revolution on a private self-guided walking and driving tour. Explore the freedom trail of Boston, Harborwalk, and more at your own pace with an audio guide. You will receive the download instructions after booking. Download the app and start the tour with your mobile phone as your guide. You will hear about the history, and the battles fought on the grounds.  Walk in the shoes of the Founding Fathers on the Freedom Trail and hear how the first sparks of revolution flew in Boston. Learn about the Sons of Liberty and uncover the truth about misunderstood events like the Boston Massacre. Next, reach Boston’s Harborwalk and revisit the fiery lead-up to the American Declaration of Independence. Stroll along the waterside and know about the dramatic protest called the Boston Tea Party and get a chance to visit the site. Afterward, head to the famous towns Lexington and Concord. Follow the route of an impossible battle between the American military and the British redcoats. Find out how the Americans turned the tide, and hear what it all meant in the fight for American independence. Then head to Valley Forge, where General George Washington faced some of his toughest challenges. Here, you will explore the remains of Washington’s 18th-century camp and hear the harrowing tale of how frigid temperatures, starvation, and desertion nearly pulled the American army apart. Finally, you will tour Philadelphia, where the Declaration of Independence was first signed. Hear stories about Ben Franklin and the other revolutionaries who called this city home. See the iconic landmarks like the famous Liberty Bell and Elfreth’s Alley, maintained just as it was in the 1700s. This bundle includes 6 tours: • Battle of Lexington and Concord Driving Audio tour • Boston Freedom Trail Walking Audio Tour • Boston Harborwalk Walking Audio Tour • Philadelphia Walking Audio Tour • Valley Forge Driving Audio tour • Yorktown Driving Audio tour

Rock Climbing Day Trip at Red Rock w/ Transfers from Boston

Rock Climbing Day Trip at Red Rock w/ Transfers from Boston

Enjoy a beginner rock climbing trip with round trip transportation from Boston included. Begin your rock-climbing adventure to Red Rock, nestled within Halibut Point State Park in Rockport, MA. 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. Benefit from the guidance of local qualified instructors who can provide valuable insights and safety tips as you explore the fastest-drying crag in the Greater Boston Area. Spend the day learning the basics before scaling various routes, pausing to admire the scenic coastal views from the cliffs

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What people are saying about Gloucester, Massachusetts

Overall rating

4.3
(6 reviews)

This app worked quite well. It directed us to sights we wouldn’t have found on our own and gave us information we otherwise would not have found out about. A couple times descriptions got cut off because it had to give us the next direction, but that could be because our speed wasn’t matching up exactly (it does say to drive the speed limit). There were also times it gave information on a site such as a home, but we didn’t know which home it was talking about. Again, probably timing and looking around while driving that caused this. Overall we were very happy with the app and we felt it was well worth the price. I will be looking into ActionTour Guides for other locations as we travel.

This tour was awesome. Nabil, the tour guide, was kind, knowledgeable and generous with his time. He pointed out the best historical sites, best places for shopping and best restaurants. Nabil ensured everyone on the tour got to experience something they wanted to and didn’t rush anyone. Nabil kept us interested with stories of the area and fun facts not taught in your typical history class. Having a private tour allowed us to ask questions and immerse ourselves into the history of the areas. This was truly a wonderful experience.

Nabil, our guide was excellent: knowledgeable, flexible, thoughtful and professional. We wanted to tour with someone who could offer unique knowledge of the area and help us appreciate the important historical factors that shaped culture over time. He delivered and exceeded our expectations! Besides, he is personable and funny as well. We thoroughly enjoyed our day and wholeheartedly recommend you do this tour!

FANTASTIC! WONDERFUL! MORE THAN I EXPECTED! Our guide "Tim" was absolutely perfect! He knew absolutely everything about the area and its history. I would recommend this tour to anyone wanting to truly understand the areas history and its culture. Five stars hands down!

Driving through Gloucester isn't easy, had to pull over and use GPS to get to next destination.