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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!

Recommendations

Landmark4.8/5

Halibut Point State Park

Get ready for an epic seaside adventure at Halibut Point State Park in Rockport, MA! Jaw-dropping ocean views, ancient granite quarries, and scenic trails await. Need an adrenaline rush? Try rock climbing the massive quarry walls! Don't forget your picnic basket for a delightful feast amidst enchanting coastal beauty. Let your inner explorer roam free in this natural wonderland. So pack your beach gear and get ready to have a whale of a good time!

Landmark4.7/5

Motif #1

This red fishing shack stands on Bradley Wharf, often called the most-painted building in America. It’s an exact replica of the original, rebuilt after the 1978 blizzard, with boats tucked around it.

Culture4.8/5

Rockport Art Association & Museum

Located in the quaint coastal town of Rockport, MA, the Rockport Art Association & Museum is a hidden gem for art lovers. Explore galleries featuring local and national artists, admire stunning views of the ocean, and maybe even try your hand at creating your own masterpiece in their interactive workshops. Don't miss this creative oasis on Main Street!

Landmark4.9/5

Rockport Music-Shalin Liu Performance Center

Experience the magic of live music at the Rockport Music-Shalin Liu Performance Center! Nestled in picturesque Rockport, Massachusetts, this vibrant venue showcases world-class performances in an intimate setting. From classical symphonies to funky jazz, this charming spot offers something for every musical taste. Get ready to tap your feet, sway to the rhythm, and be transported to a world of melodic delight!

Landmark4.4/5

Straitsmouth Island Light Station

Welcome to Straitsmouth Island Light Station in Rockport, MA! This charming lighthouse has been guiding mariners since 1835. Climb up its spiral staircase to enjoy breathtaking views of the Atlantic Ocean. Don't forget your camera, because who knows when a playful seal might pop up to strike a pose! Brimming with history, beauty, and adorable creatures, this is a must-visit spot for any adventurous traveler.

Landmark4.9/5

Halibut Point Reservation

Welcome to the spectacular Halibut Point Reservation in Rockport, MA! This hidden gem offers breathtaking coastal views, perfect for Instagram-worthy moments. Lace up your hiking boots and explore the scenic trails that wind through picturesque landscapes. Don't forget your camera to capture the stunning granite quarry and wildlife encounters. Prepare for adventure, laughs, and memories that will last a lifetime!

Landmark4.6/5

Front Beach

Front Beach in Rockport, MA is a paradise for beach-loving wanderers. With its white sandy shores and crystal clear waters, it's as if you've stumbled upon a hidden gem! Dip your toes in the ocean, build sandcastles, and soak up the sun. Keep an eye out for charming coastal cottages and don't forget to indulge in some scrumptious seafood at the nearby eateries. Pure beach bliss awaits!

Landmark4.7/5

Good Harbor Beach

White sand and calm water define this Gloucester beach. A creek runs across the sand, and you can swim in it too.

Landmark4.9/5

Thacher Island National Wildlife Refuge

Thacher Island NWR in Rockport, MA is a paradise for nature-loving adventurers! Hop on a boat and visit this picturesque wildlife refuge, home to scenic trails and stunning vistas. Keep an eye out for adorable puffins and seals lazing about. Historical bonus: you'll find the oldest continuously operating lighthouse in the country on this island. Don't forget your camera for Insta-worthy shots!

Eat$$$4.4/5

Brackett's Oceanview Restaurant

Get ready for a seaside feast at Brackett's Oceanview Restaurant in Rockport! Located on Main St, this culinary gem offers a vibrant menu bursting with ocean-fresh delicacies. Savor succulent lobster rolls, juicy clam chowder, and crispy fish and chips while soaking up breathtaking views of the Atlantic. A perfect spot to fuel your coastal adventures!

Eat$$$4.7/5

Roy Moore Lobster Company

Looking for a claw-some seafood experience? Look no further than Roy Moore Lobster Co in Rockport, Massachusetts! Situated on the picturesque Bearskin Neck, this charming eatery serves up boatloads of fresh lobster, clams, and more. Indulge in a satisfying crab roll or a steaming bowl of chowder, all while enjoying the salty sea breeze. This is one crustacean paradise you don't want to miss!

Eat$$4.2/5

Top Dog

Get ready to unleash your taste buds at Top Dog, a one-of-a-kind hot dog joint in Rockport, MA. Offering a variety of mouthwatering toppings and unique specialty dogs, this cozy spot is a must-visit for foodies on the go. Indulge in their homemade sauces and pair it with a refreshing beer. Don't miss this woof-tastic dining experience!

Cafe$$$4.5/5

Bean & Leaf Cafe

Nestled on charming Bearskin Neck, Bean & Leaf Cafe is a hidden gem in Rockport, MA. This caffeine haven boasts a whimsical atmosphere with vibrant decor that will wake up even the sleepiest of travelers. Sip on specialty coffees, indulge in delightful pastries, and soak in the coastal vibes. Don't miss out on this caffeine-filled adventure!

Landmark4.8/5

Heath's Tea Room

Heath's Tea Room in Rockport, MA is a delightful haven for tea enthusiasts and wanderers alike. Located on the charming South Street, this whimsical haven offers an enchanting escape from the ordinary. Indulge in a delightful selection of teas while savoring scrumptious scones and delectable pastries. Immerse yourself in the inviting ambiance as you enjoy a cozy chat or simply bask in the tranquility of this hidden gem.

Stays

Stay$$$$4.55/5

Addison Choate

Addison Choate in Rockport offers a garden and terrace with free WiFi. Guests enjoy sea views, air-conditioning, and private bathrooms with free toiletries. The hotel provides a shuttle service, concierge, daily housekeeping, and an indoor play area. Free on-site private parking is available. Front Beach is a 4-minute walk away, Motif Number 1 700 metres nearby, and Rockport Music Shalin Liu Performance Center 4 minutes on foot. Logan Airport is 55 km from the property. Guests appreciate the convenient location, attentive host, and breakfast provided by the hotel.

Stay$$$4.6/5

Bearskin Neck Motor Lodge

This oceanfront motel in Rockport, Massachusetts features a spacious deck area with outdoor furniture. Front Beach is 8 minutes’ walk. A flat-screen cable TV, air conditioning and a refrigerator are included in the rooms at Bearskin Neck Motor Lodge. Rooms also include shared balcony access. Bearskin Neck Motor Lodge provides free Wi-Fi. Dining options including My Place by the Sea and Helmut’s Strudel are a short walk from the motel. Shalin Liu Performance Center is 5 minutes’ walk from the motel. Halibut Point State Park is 3 miles away.

Stay$$$$4.4/5

Emerson Inn By The Sea

Emerson Inn By The Sea in Rockport is housed in a historic building, offering sea views and a tranquil street setting. The property features a swimming pool with a view, sun terrace, and lush garden. Rooms include balconies or terraces, work desks, and free WiFi. Additional amenities include a lounge, outdoor fireplace, games room, and picnic area. Guests enjoy a continental buffet breakfast with juice, fresh pastries, and fruits. The bar provides a relaxing space, and concierge service assists with activities and special dietary needs. Old Castle is a 4-minute walk away, while Back Beach lies 2.2 km from the hotel. Other nearby points of interest include Motif Number 1 and Rockport Music Shalin Liu Performance Center. Logan Airport is 57 km distant.

Stay$4/5

Rockport Inn & Suites

Just 4.2 km from Good Harbor Beach and Captain Bill & Sons Whale Watch, this hotel offers an indoor pool and tennis courts. It features a deluxe continental breakfast, a fitness room and a business center. Guest rooms include free Wi-Fi. A flat-screen cable TV is equipped in all classic rooms at Rockport Inn and Suites. The traditionally styled rooms are pet-friendly. The rooms include a microwave, mini-fridge and coffee maker. Inn and Suites Rockport is 10.4 km from Hammond Castle. Bearskin Neck Shopping is 1.5 km away, and Liberty Tree Mall is 33.3 km away.

Stay$4.25/5

Lantana House Bed & Breakfast

Lantana House in Rockport is housed in a historic building, offering a unique and charming atmosphere. Rooms feature air-conditioning, private bathrooms, free WiFi, and amenities such as hairdryers, free toiletries, and TVs. Guests can enjoy a sun terrace, outdoor seating area, and a lounge. Free on-site private parking is available. A continental breakfast is served with juice, fresh pastries, cheese, and fruits. The property also offers a fully equipped kitchen. Front Beach is a 2-minute walk away, Motif Number 1 is 400 metres nearby, and Rockport Music Shalin Liu Performance Center is a 2-minute walk. Logan Airport is 55 km from the property.

Stay5/5

Beech Tree Bed & Breakfast

Rockport bed-and-breakfast with breakfast delivered to your room each morning. Fresh-baked goods and berries from the garden arrive at your door.

Stay4.9/5

The Seafarer Inn

Welcome to The Seafarer Inn! Located in the picturesque town of Rockport, our charming seaside hideaway is the perfect retreat for adventurous souls. With cozy nautical-themed rooms, breathtaking ocean views, and a friendly staff ready to share local tips, we guarantee an unforgettable experience. Don't forget to explore nearby Halibut Point State Park and savory seafood restaurants. Anchors aweigh for a memorable stay!

Things To Do
Provided by

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

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

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

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

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

4/5

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

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

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.

$11.42

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

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

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

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

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

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

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

4.7/5

48 h

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.

$49.99

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.

$2,607.48

15 mins

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.

$49.00

30 mins

Relaxing Gloucester Day Spa Private Activity

Enjoy a full-body table massage designed to melt away stress and ease muscle tension. Perfect for total relaxation and rejuvenation.

$49.00

2 h

Evening Sunset Island Kayak Tour

Join our wonderful, professionally trained guides for an unforgettable evening adventure designed to beautifully wrap up your day. From the moment you set out, our knowledgeable guides are there to ensure your safety, comfort, and confidence on the water. More than just expert paddlers, they are passionate storytellers and local experts who bring the surroundings to life. As you glide across calm waters under the changing colors of the sunset, they will share fascinating insights about the islands, marine life, local ecosystem, and natural wonders you encounter along the way. Whether you’re spotting wildlife, learning about the area’s history, or simply soaking in the peaceful atmosphere, our guides make sure the experience is engaging, educational, and truly memorable.