TOP 30 Best City views in Gloucester, Massachusetts

The Friki Tiki of Gloucester Harbor offers island-style vibes on enchanting Gloucester Harbor in Massachusetts, United States. Perfect for special occasions such as birthdays, bachelor and bachelorette parties, retirement celebrations, and company parties, this unique venue can accommodate up to 20 people. Guests are welcome to bring their favorite snacks and beverages, including alcohol, and can even bring their own playlist for the Bluetooth enabled speaker on board. Choose from a 90-minute Harbor Cruise or Annisquam River Cruise, where you can enjoy picturesque views of Gloucester Harbor, the fishing fleet, Ten Pound Island, Rocky Neck Art Colony, Annisquam River, Three Bridges, Annisquam Lighthouse, and more. The vessel, "The Friki Tiki," is equipped with an onboard bathroom, coolers with ice provided, and a capacity for 20 people. The locally owned and operated business is run by Captain Mark Sinkinson and Captain Forrest, both experienced and certified boat captains. Public cruises are available for booking up to 21 days prior to departure, with options for rescheduling or refunds in case of cancellations. Experience the beauty of Gloucester Harbor and Annisquam River with a fun and relaxing cruise on The Friki Tiki.

Bravo By The Sea is a charming restaurant located on Main Street in the picturesque coastal town of Gloucester, Massachusetts. This cozy eatery offers a unique dining experience with a focus on fresh seafood and locally sourced ingredients. Guests can enjoy a delicious meal in a relaxed and inviting atmosphere, with friendly staff ready to cater to their every need. Whether you're craving a classic New England lobster roll or a gourmet seafood pasta dish, Bravo By The Sea has something to satisfy every palate. Come and indulge in a culinary delight at this hidden gem in Gloucester.

The Atlantis Oceanfront Inn Hotel & Breakfast Café in Gloucester, MA is a charming establishment located at 125 Atlantic Road in Gloucester, Massachusetts, United States. This institution offers a unique combination of cafe, food, lodging, and restaurant services. Guests can enjoy the best breakfast in Gloucester at the breakfast cafe, which overlooks the ocean and is open to both guests and the public seven days a week from 7:30am to 11:00am, May through October. The extensive breakfast menu features locally sourced fresh fruits and vegetables, as well as freshly baked muffins bursting with fruit every morning. In addition to the delightful dining experience, the Atlantis Oceanfront Inn Hotel & Breakfast Café is known for its pristine rooms, friendly and helpful staff, and breathtaking views of the Atlantic Ocean. Guests rave about the cleanliness of the property, the delicious breakfast offerings, and the overall peaceful and relaxing atmosphere. The hotel's convenient location allows guests to explore nearby attractions such as Rockport and Good Harbor Beach, making it the perfect place for a romantic getaway or a family vacation.

Located at 85 Atlantic Road in Gloucester, Massachusetts, the Gloucester By the Sea Motel offers comfortable lodging for guests visiting the area. Please note that the motel is currently fully booked for the 2023 and 2024 season. Check-in time is from 2pm to 6pm, and guests are required to call in advance if they will be arriving after 6pm to make arrangements. Smoking is strictly prohibited inside the rooms and lobby, but there are designated outdoor smoking areas available. To ensure a reservation, a pre-payment of one night is required, as the motel is not currently accepting credit cards. Cancellations can be made up to 48 hours before the check-in date for a full refund, with a 50% refund available up to 24 hours before check-in. Due to Covid-19 precautions, daily housekeeping services are not provided. Please note that gatherings outside are not permitted after 10pm.

The Beauport Hotel Gloucester is a luxurious lodging establishment located at 55 Commercial Street in the picturesque coastal town of Gloucester, Massachusetts, in the United States. This stunning hotel offers guests a blend of modern amenities and classic New England charm, with beautifully appointed rooms and suites that provide breathtaking views of the harbor and surrounding area. Guests can enjoy exceptional dining options, a rooftop pool, a fitness center, and easy access to the town's shops, restaurants, and attractions. Whether visiting for business or pleasure, the Beauport Hotel Gloucester offers a truly unforgettable experience for all who stay.

Long Beach Gloucester is a charming lodging institution located at 44-30 Rockport Road in Gloucester, Massachusetts, United States. Nestled in a picturesque coastal town, this institution offers comfortable accommodations for visitors looking to relax and unwind by the sea. With its serene atmosphere and convenient location near Long Beach, guests can enjoy a peaceful getaway while still being close to local attractions and amenities. Whether you're seeking a weekend retreat or a longer vacation, Long Beach Gloucester provides a welcoming and cozy environment for all travelers.

The Gloucester HarborWalk is a picturesque tourist attraction located at 9 Dale Avenue in Gloucester, Massachusetts, United States. This scenic waterfront walkway offers stunning views of the harbor, historic landmarks, and vibrant local culture. Visitors can explore charming shops, restaurants, and galleries along the way, making it a perfect destination for a leisurely stroll or a day of sightseeing. Immerse yourself in the rich maritime history of Gloucester as you wander through this charming seaside town.

Gloucester House Pub is a cozy and welcoming establishment located at 63 Rogers Street in Gloucester, Massachusetts. This popular bar and restaurant offers a relaxed atmosphere where locals and visitors alike can enjoy delicious food, refreshing drinks, and good company. The menu features a variety of pub fare, including fresh seafood dishes, hearty burgers, and tasty appetizers. With its friendly staff and waterfront location, Gloucester House Pub is the perfect spot to unwind and enjoy a meal or a drink with friends and family.

Gloucester Mill Condominiums is a charming residential complex located at 33 Maplewood Avenue in Gloucester, Massachusetts. This historic building has been beautifully renovated into modern and luxurious condominiums, offering residents a unique blend of old-world charm and contemporary amenities. Situated in the heart of Gloucester, residents enjoy easy access to the town's vibrant shops, restaurants, and cultural attractions, as well as stunning views of the surrounding landscape. With spacious living spaces, high-end finishes, and a convenient location, Gloucester Mill Condominiums provides the perfect combination of comfort and style for those seeking a sophisticated urban lifestyle in a picturesque New England setting.

Pond View Village is a charming and picturesque institution located at 23 Lepage Lane in Gloucester, Massachusetts, United States. Situated in a serene and tranquil setting, Pond View Village offers a peaceful and welcoming environment for residents. The institution provides a range of services and amenities to support the well-being and comfort of its residents, including spacious accommodations, beautiful views of the pond, and a variety of recreational activities. With a focus on community and quality care, Pond View Village is the perfect place for individuals seeking a relaxing and supportive living environment.

Gloucester House Rental - Belle View is a charming lodging establishment located at 57 Grapevine Road in Gloucester, Massachusetts, United States. As a real estate and travel agency, we specialize in providing luxurious house rentals with breathtaking views of the surrounding area. Our properties are meticulously maintained and offer all the amenities needed for a comfortable and relaxing stay. Whether you are looking for a weekend getaway or a longer vacation, Gloucester House Rental - Belle View is the perfect choice for your next trip to Gloucester.

Gloucester Harbor Company is a reputable real estate agency located at 1 School Street in the picturesque town of Gloucester, Massachusetts, United States. Specializing in properties along the stunning Gloucester Harbor, this agency offers a wide range of services to assist clients in buying, selling, or renting waterfront homes and commercial spaces. With a team of experienced and knowledgeable real estate professionals, Gloucester Harbor Company is dedicated to providing top-notch service and helping clients find their dream waterfront property in this charming coastal town.

Valley View Pub is a cozy and inviting restaurant located at 19 Maplewood Avenue in Gloucester, Massachusetts. This charming establishment offers a relaxed atmosphere where patrons can enjoy delicious food and drinks. With a menu featuring a variety of pub classics and local favorites, Valley View Pub is the perfect spot for a casual meal with friends or family. Whether you're looking for a hearty burger, fresh seafood dish, or a refreshing cocktail, this restaurant has something for everyone. Come visit Valley View Pub and experience the warm hospitality and mouthwatering cuisine that has made it a beloved dining destination in the heart of Gloucester.

Cape Ann Cruises is a reputable travel agency located at 63 Rogers Street in Gloucester, Massachusetts. They specialize in offering a variety of exciting cruise experiences along the beautiful Cape Ann coastline. Whether you're looking for a relaxing harbor cruise, a whale watching excursion, or a sunset cruise, Cape Ann Cruises has something for everyone. Their knowledgeable staff is dedicated to providing top-notch customer service and ensuring that every guest has a memorable and enjoyable experience on the water. Visit Cape Ann Cruises for an unforgettable adventure on the scenic waters of Massachusetts.

The Schooner Thomas E. Lannon is a renowned travel agency located at 63 Rogers Street in the picturesque coastal town of Gloucester, Massachusetts. Specializing in unforgettable sailing experiences, the agency offers a variety of excursions aboard the historic Schooner Thomas E. Lannon, a beautifully restored 65-foot wooden vessel. Guests can enjoy breathtaking views of the Atlantic Ocean, learn about the rich maritime history of the area, and even participate in sailing the ship themselves. Whether you're looking for a romantic sunset cruise or a family-friendly adventure on the water, the Schooner Thomas E. Lannon promises a memorable and unique experience for all who come aboard.

Welcome to Mango Realty Inc., your trusted real estate agency located at 38 Main Street, Saugus, Massachusetts. We specialize in connecting you with the best residential and investment properties in the area. Whether you're a first-time homebuyer, an experienced investor, or looking to sell your property, our dedicated team is here to guide you through every step of the real estate process. Our listings feature a diverse range of properties, including well-maintained multi-family homes, stunning single-family residences, and charming coastal homes. We pride ourselves on offering properties in sought-after locations like Old Nugent Farm and West Peabody, known for their serene environments and excellent community amenities.

Blue Shutters Beachside Inn is a charming lodging located at 1 Nautilus Road in Gloucester, Massachusetts. Situated right by the beach, this inn offers stunning ocean views and a peaceful atmosphere for guests to relax and unwind. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a complimentary breakfast each morning and take advantage of the inn's convenient location near local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Blue Shutters Beachside Inn is the perfect destination for a memorable stay by the sea.

Breakwater Poke Company is a vibrant and laid-back restaurant located in the heart of Gloucester, Massachusetts. Our menu features delicious and customizable poke bowls, made with fresh and high-quality ingredients. Whether you're a poke bowl aficionado or trying it for the first time, our friendly staff is here to guide you through the process and help you create the perfect bowl. Situated just steps away from the picturesque waterfront, Breakwater Poke Company offers a relaxing atmosphere where you can enjoy flavorful food and stunning views. Come join us at 7 Pleasant Street for a unique dining experience that will leave your taste buds satisfied.

Cape Ann Whale Watch is a premier tourist attraction and travel agency located at 415 Main Street in Gloucester, Massachusetts, United States. Embark on a thrilling adventure with experienced guides as you set sail to witness majestic whales in their natural habitat. Enjoy breathtaking views of the Atlantic Ocean while learning about these incredible creatures. Don't miss the opportunity to create unforgettable memories with Cape Ann Whale Watch.

7 Seas Whale Watch, located at 63 Rogers Street in Gloucester, Massachusetts, is a top tourist attraction and travel agency offering daily whale watching trips to the Stellwagen Bank National Marine Sanctuary. Ranked #2 on Tripadvisor's list of top family-fun activities in the world in December 2023, and #1 local attraction based on traveler reviews from 2012-2023, 7 Seas Whale Watch has been providing unforgettable experiences since 1983. With a focus on education, inspiration, and conservation, our tours aim to deepen visitors' understanding and appreciation of the marine environment. Our family-owned business, with three generations of career captains, has a genuine love and respect for the ocean and its inhabitants.

Rafes Chasm Park is a stunning seaside park located at 140 Hesperus Avenue in Gloucester, Massachusetts. This popular tourist attraction offers visitors breathtaking views of the Atlantic Ocean and the rugged coastline of Cape Ann. Visitors can explore the park's walking trails, picnic areas, and rocky cliffs that overlook the chasm, a narrow crevice in the rocks where the ocean crashes in with powerful force. Rafes Chasm Park is a must-visit destination for nature lovers and outdoor enthusiasts looking to experience the beauty of the New England coast.

Crab Beach is a picturesque park located at 109 Western Avenue in Gloucester, Massachusetts, United States. This serene waterfront destination offers stunning views of the ocean and a sandy shoreline perfect for relaxing and enjoying the outdoors. Visitors can explore tide pools, search for shells, or simply bask in the sun while listening to the soothing sounds of the waves. Crab Beach is a popular spot for picnics, beachcombing, and taking leisurely strolls along the coast. Whether you're looking for a peaceful escape or a fun day out with family and friends, Crab Beach is the ideal destination for a refreshing coastal experience.

Harborview Inn, located at 71 Western Avenue in Gloucester, Massachusetts, offers comfortable lodging with a stunning view overlooking Stacy Boulevard and Gloucester’s outer harbor. As America’s oldest and most scenic working waterfront, guests can enjoy easy access to beaches, museums, downtown galleries, shops, and restaurants within walking distance. Owned and operated by John, a lifelong resident of Cape Ann, guests can expect a warm welcome and insider’s perspective on the area. Most rooms feature a breathtaking harbor view, private baths, cable TV, and air conditioning. Guests can enjoy a complimentary continental breakfast with fresh fruits and pastries from the Cape Ann area.

Capt. Bill & Sons Whale Watch is a renowned travel agency located at 24 Harbor Loop in Gloucester, Massachusetts, United States. With years of experience in providing unforgettable whale watching experiences, they offer top-notch tours led by knowledgeable captains and crew members. Their comfortable vessels provide the perfect platform for spotting majestic whales in their natural habitat. Whether you're a wildlife enthusiast or just looking for a unique adventure, Capt. Bill & Sons Whale Watch is the perfect choice for an exciting and educational experience on the open seas.

Stage Fort Park is a picturesque seaside park located in Gloucester, Massachusetts, United States. Situated at 24 Hough Avenue, this historic park is a popular tourist attraction known for its stunning views of the Atlantic Ocean and the surrounding landscape. Visitors can explore the park's lush greenery, picnic areas, walking trails, and historic sites, including the remains of a 17th-century fort. With its serene atmosphere and charming waterfront location, Stage Fort Park is the perfect destination for nature lovers, history enthusiasts, and families looking to enjoy a day out in the great outdoors.

The Cape Ann Museum, located at 27 Pleasant Street in Gloucester, Massachusetts, is a renowned cultural institution and popular tourist attraction. Founded in 1873, the museum showcases the rich history and artistic heritage of Cape Ann, a picturesque region known for its vibrant arts community and stunning coastal landscapes. With a diverse collection of art, artifacts, and exhibits, the Cape Ann Museum offers visitors a unique glimpse into the area's maritime history, fishing industry, and artistic legacy. From paintings by renowned artists like Fitz Henry Lane to interactive displays on Gloucester's fishing traditions, the museum provides a fascinating and educational experience for visitors of all ages. Whether you're a history buff, art enthusiast, or simply looking to explore the beauty of Cape Ann, a visit to the Cape Ann Museum is sure to be a memorable and enriching experience.

Bass Rocks Golf Club is a premier golf destination located at 34 Beach Road in Gloucester, Massachusetts, United States. This historic club offers stunning views of the Atlantic Ocean and a challenging 18-hole course designed by Donald Ross. With impeccable course conditions, top-notch amenities, and a welcoming atmosphere, Bass Rocks Golf Club provides a memorable golfing experience for players of all skill levels. Whether you're a seasoned golfer or a beginner looking to improve your game, this club is the perfect place to enjoy a round of golf in a picturesque setting.

Good Harbor Beach is a stunning stretch of coastline located in Gloucester, Massachusetts. With its soft white sands, crystal clear waters, and picturesque views of the Atlantic Ocean, it is a popular destination for tourists and locals alike. Visitors can enjoy swimming, sunbathing, beachcombing, and even surfing at this beautiful beach. Amenities such as restrooms, showers, and a snack bar are available on-site for convenience. Whether you're looking to relax and unwind or get active in the water, Good Harbor Beach is the perfect spot for a day of fun in the sun.

The Vista is a charming lodging institution located at 22 Thatcher Road in Gloucester, Massachusetts, United States. Situated in a picturesque setting, this cozy retreat offers comfortable accommodations and stunning views of the surrounding landscape. Whether you are looking for a relaxing getaway or a convenient place to stay while exploring the area, The Vista is the perfect choice. With its warm hospitality and inviting atmosphere, this institution is sure to make your stay memorable.

Stones Pub & Eatery is a cozy bar located at 242 Main Street in Gloucester, Massachusetts. Indulge in delicious meals like the Stone's Pub Spinach Salad topped with grilled chicken, or grab a gift card for your loved ones. With both indoor and outdoor seating available, make sure to call ahead for availability. Our kitchen is open until 10 pm for food, and the bar stays open until closing. Give us a call at 978-515-7366 to place your order and we can't wait to welcome you to Stones Pub soon!