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Rockport

Rockport, MA, USA

Rockport

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Rockport

Rockport, MA is a delightful coastal town that will make your heart skip a beat. With its picturesque harbor filled with colorful fishing boats and charming shops, it's a paradise for art lovers and seafood enthusiasts. Don't miss out on Bearskin Neck, a funky street filled with boutiques and local eateries. Get ready to fall head over heels for Rockport's quirky charm!

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5/5

Private Portland to Cape Ann, MA Castles & Coast

Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand seaside estates, medieval-style architecture, colonial history, and authentic harbor towns into one unforgettable journey. Admission is included to the breathtaking Crane Estate at Castle Hill in Ipswich, where sweeping lawns lead to panoramic Atlantic views. A favorite filming location for major Hollywood productions, its dramatic setting feels timeless and cinematic. You’ll also enjoy a guided tour inside Hammond Castle, a stunning 1920s seaside castle overlooking the ocean. Explore historic Ipswich, one of America’s oldest towns, and visit Gloucester’s iconic Fisherman’s Memorial while strolling its working harbor. With private transportation and relaxed pacing, this tour offers an elegant and memorable way to experience the beauty, history, and charm of coastal Massachusetts in a single day.

$350.00
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5/5
2 h

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!

$80.00
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4.8/5
7 h

Private Day Trip to Salem and Hammond Castle from Boston

Enjoy a unique day trip to Boston's northern shore, combining Salem and Hammond Castle! Start the day with a pickup at your door and a comfortable ride to Hammond Castle, located on the ocean cliffs of Gloucester. Take a guided tour of the castle, learning about the history of the eccentric millionaire inventor who built it. Enjoy free time to explore the castle and gardens with plenty of opportunities for stunning photos. Drive to Salem, where you will have free time for lunch. Choose from a wide variety of dining options in the historic downtown. After lunch, your guide will take you on a tour of Salem. Learn about the infamous witch trials of 1692, see the real places where the victims were hanged. Learn the story of the "Corwin Curse" as you take a picture in front of the historic Witch House. See the locations where Hocus Pocus was filmed. Take a drive through one of the most beautiful streets in North America, lined with mansions built on the city's maritime fortune.

$462.00
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4.4/5

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.

$24.99
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4.1/5

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.

$16.99
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Castles of Cape Anne, Massachusetts - Private Day Tour

Experience the beauty and history of Ipswich and Cape Ann on this private tour. Wander Castle Hill’s grand estate, explore Ipswich’s heritage, and enjoy Gloucester’s seaside character. When available, Hammond Castle offers an unforgettable glimpse into medieval architecture on the New England coast. End your journey at Russell Orchards for fresh, local charm

$350.00
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168 h

7 Days Boston and New England AI guided Tours

With this AI app, you're no longer restricted to crowded group tours or rigid scripts. Explore iconic sites like the Boston Freedom Trail and the opulent Gilded Age mansions of Newport—or dive deep into lesser-known colonial grounds. Ask about literally anything that catches your eye—and get instant engaging narrated stories. New England's deepest historical secrets are entirely yours to uncover. Point & Discover: Snap a photo of any monument or museum masterpiece to instantly receive a captivating and accurate story. It’s like having a historian in your pocket! Ultimate Freedom: Navigate seamlessly with interactive map-based audio tours. Your schedule, your pace, your rules. Choose Your Vibe: Select a narrator persona that matches your style—from a deep-diving scholar to a fun companion for the kids. Get Started: 7 Days of Premium Access available instantly for iPhone and Android.

$11.81
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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

$11.99
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3 h

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

$950.00
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5/5
6 h

Salem & North Shore Full Day Private Tour from Boston

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and even some witch history. We keep this full day itinerary flexible to let you customize the tour but here's a feel for what we'll see. Pick up in Downtown Boston, taking the 60 minute highway drive to Manchester-by-the-Sea, where we pick up the scenic back roads. We'll take a picturesque country road to Gloucester, where we stop to walk along the waters edge to the Fisherman's memorial statue. We'll continue the scenic drive to Rockport, where there's a great collection of cute stores to browse and views to admire. Then drive to Salem, where we have time for a short walking tour around the main sites and historic spots. To finish out the day we'll squeeze in a few more ocean views on our drive back to Boston. We'll stop along the way for lunch (not included in price of tour).

$995.00
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5/5
2 h

North of Boston Island Lighthouse Kayak Tour

Unlike typical kayak tours, North of Boston Island Lighthouse Tour is a refined, personalized coastal experience. Your expertly trained guides combine deep knowledge of local history, wildlife, and island landscapes with the freedom to tailor each outing to the day’s conditions and your group’s interests. Expect a relaxed pace, intimate storytelling, and exclusive moments among iconic lighthouses and pristine island scenery—no scripts, no crowds, just a truly elevated adventure.

$90.00
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5/5
6 h

Guided Kayak at the Crane Estate Wildlife Refuge- Ipswich, MA

Why You’ll Love This Tour: Seamless & Stress-Free – Round-trip transportation from Boston is included. Great for Nature Lovers & Outdoor Enthusiasts – A fun, low-key adventure in a protected coastal habitat. Beginner-Friendly – Easy-to-navigate waters and expert guides make this a stress-free introduction to kayaking. Breathtaking & Off-the-Beaten-Path – Discover a lesser-seen side of the North Shore’s iconic Crane Estate.

$128.25
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5/5
6 h

Guided Tour of Crane Estate All-Inclusive Day Trip from Boston

Step into the grandeur of New England’s past with a visit to Castle Hill on the Crane Estate, a breathtaking National Historic Landmark overlooking the Atlantic Ocean. This immersive day trip from Boston includes round-trip rail transportation and a private shuttle, making it an effortless way to explore one of Massachusetts’ most stunning estates. What to Expect: Round-Trip Commuter Rail Ticket from Boston- we provide detailed, step by step instructions on how to get to North Statin in Boston an what train to take. Private Shuttle to the Crane Estate – We will pick you up from the Ipswich MBTA station and take you to the estate and back Enjoy the Guest of the Cranes Guided Tour – Step inside this magnificent 1920s mansion, where expert guides will transport you back to the era of lavish parties, grand architecture, and breathtaking seaside views. Free Time to Explore the Estate Grounds Return Shuttle & Train to Boston

$95.00
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5/5
96 h

4 Day Boston and North East Coast Exploration

Begin your journey in Boston, immersing yourself in the rich history of the Freedom Trail, and exploring landmarks like Faneuil Hall. Delight in the food of Quincy Market before venturing to Salem, where you'll delve into the eerie tales of the Salem Witch Trials. Visit the quaint coastal town of Rockport, known for its picturesque harbor and charming art galleries. Spend the morning strolling along Bearskin Neck, admiring the colorful fishing shacks. Then, head south to Cape Cod, where you can relax on pristine beaches, indulge in fresh seafood, and explore the quaint villages dotted along the coastline. On your final day, we will visit Cambridge and explore the prestigious Harvard University campus, wandering through the historic Harvard Yard and visiting iconic sites like the Widener Library and Memorial Hall. Dive into the intellectual atmosphere of this renowned institution before concluding your trip with fond memories of Massachusetts' diverse and captivating destinations.

$1,650.00
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5/5
1 h 30 mins

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.

$35.00
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5/5

Small Group Day Trip to Salem and Hammond Castle from Boston

Take a semi-private day trip you'll never forget! Start the day with a pickup at your door, then ride up the North Shore to Hammond Castle, located on the ocean cliffs of Gloucester. Take a guided tour of the castle, learning about the history of the eccentric millionaire inventor who built it. Enjoy free time to explore the castle and gardens with plenty of opportunities for stunning photos. Drive to Salem, where you will have free time for lunch. Choose from a wide variety of dining options in the historic downtown. After lunch, your guide will take you on a tour of Salem. Learn about the infamous witch trials of 1692, see the real places where the victims were hanged. Learn the story of the "Corwin Curse" as you take a picture in front of the historic Witch House. See the locations where Hocus Pocus was filmed. Take a drive through one of the most beautiful streets in North America, lined with mansions built on the city's maritime fortune.

$225.00
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4.9/5
4 h

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.

$45.00
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4.8/5
6 h

Boston Private Day Trip with Salem & Cape Ann’s North Shore

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, Gloucester, Salem and Rockport. Spend a day immersing yourself along Massachusetts’s coastline marked with idyllic towns and dotted with lighthouses.

$615.00
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4.7/5
48 h

Massachusetts Self-Guided Audio Tour Bundle: 10+ 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.

$49.99
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8 h

Private tour to northern Massachusetts coast from Boston - Hotel pick up

Enjoy this private full day tour with your own private driver and official tour guide and explore the vibrant coast of northern Massachusets. Get ready to explore the most beautiful beaches and the nicest spots in this wonderful area. We will pick you up from your hotel or place of choice (hotel or apartment) in Boston and take you on this private tour, with your own chauffeur and guide to the northern coast of Boston. During your full day private tour you will visit Gloucester and Rockport. You will explore its beautiful rocky coast and sandy beaches. You will of course have free time for lunch along the tour.

$2,695.49
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