Travel bookings in Gloucester, Massachusetts

Little House Gloucester is a charming and cozy real estate and travel agency located in the heart of Gloucester, Massachusetts. Our dedicated team of professionals is committed to helping our clients find their dream home or plan the perfect getaway. Whether you're looking to buy or rent a property, or seeking assistance in booking your next vacation, we are here to provide personalized and attentive service. Visit us at 37 Cherry Street and let us help you make your real estate or travel dreams a reality.

Cape Ann Travel Services is a premier travel agency located in Gloucester, Massachusetts. With a convenient location at 20 Birch Grove Heights, our experienced team of travel experts is dedicated to providing personalized and tailored services to meet all of your travel needs. Whether you are planning a family vacation, a romantic getaway, or a business trip, we are here to help you every step of the way. From booking flights and accommodations to arranging tours and activities, Cape Ann Travel Services is your one-stop shop for all your travel planning needs. Contact us today to start planning your next adventure!

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.

Castle Manor Inn is a charming lodging located at 141 Essex Avenue in Gloucester, Massachusetts. Nestled in a historic castle-like building, this inn offers cozy and comfortable accommodations for travelers looking to explore the picturesque coastal town of Gloucester. With its convenient location near the beach and downtown area, guests can easily access local attractions, restaurants, and shops. The inn also features a beautiful garden courtyard, perfect for relaxing and enjoying the peaceful surroundings. Whether you're visiting for a romantic getaway or a family vacation, Castle Manor Inn provides a unique and unforgettable experience for all guests.

The Sea Lion Motel is a cozy lodging option located at 138 Eastern Avenue in Gloucester, Massachusetts, United States. Our charming motel offers comfortable accommodations for travelers looking to explore the beautiful coastal town of Gloucester. If you find that we are sold out on the date you wish to stay, please give us a call at 978-283-7300 as we may still have rooms available. We close online availability to prevent accidental overbooking, so booking directly with us ensures you get the lowest rate possible.

Williams' Guest House is a charming lodging establishment located in the picturesque town of Gloucester, Massachusetts. Situated at 136 Bass Avenue, this guest house offers cozy and comfortable accommodations for visitors looking to experience the beauty of the New England coast. The welcoming atmosphere and personalized service make Williams' Guest House the perfect home away from home for travelers exploring the historic streets and stunning beaches of Gloucester. Whether you are seeking a relaxing getaway or a convenient base for exploring the area, Williams' Guest House is the ideal choice for your stay in Massachusetts.

Atlantic Vacation Homes is a premier vacation rental and real estate company located in Cape Ann, Massachusetts. With 40 years of experience, we specialize in creating dream vacations for our guests in Gloucester, Rockport, and throughout Boston's North Shore. Our properties are situated in sea-faring communities known for some of the best beaches on the east coast. From pristine beaches to world-class museums, art colonies, festivals, and fresh seafood, Cape Ann has something for everyone. Our vacation rentals cater to every need and budget, offering a comfortable and convenient stay with stunning views and central locations. We prioritize diversity and inclusion, creating a welcoming and respectful environment for our guests, employees, and community partners. As a locally owned company, we give back to the community through supporting local organizations and initiatives. Book your stay with Atlantic Vacation Homes for a memorable and enjoyable experience on Boston's North Shore.

Lanes Cove House is a reputable real estate and travel agency located at 6 Andrews Street in Gloucester, Massachusetts, United States. With a team of experienced professionals, they specialize in helping clients find their dream homes and plan unforgettable vacations. Whether you are looking to buy or rent a property, or seeking assistance in booking your next getaway, Lanes Cove House is dedicated to providing top-notch service and personalized attention to meet your needs. Contact them today to start your journey towards finding the perfect home or planning your next adventure.

Fede Fortune is a charming lodging institution located at 370 Main Street in the picturesque town of Gloucester, Massachusetts, United States. This cozy establishment offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and enjoy their stay. With convenient access to local attractions, shops, and restaurants, Fede Fortune is the perfect choice for travelers looking to experience the beauty and charm of Gloucester. Book your stay today and experience the hospitality and comfort that Fede Fortune has to offer.

Maritime Heritage Charters is a unique institution located in Gloucester, Massachusetts, United States. As a museum and travel agency, we offer visitors the opportunity to immerse themselves in the rich maritime history of the area. Our location at 23 Harbor Loop provides easy access to the waterfront and a chance to explore historic ships, artifacts, and exhibits. Whether you're interested in booking a charter to sail the open seas or simply want to learn more about the maritime heritage of Gloucester, Maritime Heritage Charters is the perfect destination for maritime enthusiasts of all ages.

The Whale Center of New England is a renowned travel agency located at 24 Harbor Loop in Gloucester, Massachusetts, United States. Specializing in whale watching tours, the institution offers unforgettable experiences for visitors to witness these majestic creatures up close in their natural habitat. With expert guides and state-of-the-art equipment, the Whale Center of New England provides educational and thrilling excursions for all ages. Immerse yourself in the wonders of the ocean and book your next adventure with the Whale Center of New England.

Defiance Sail Charters is a premier travel agency located at 211 East Main Street in Gloucester, Massachusetts, United States. Specializing in unforgettable sailing experiences, we offer a variety of charter options for those looking to explore the beautiful waters of the New England coast. Our experienced captains and crew are dedicated to providing exceptional service and ensuring a safe and enjoyable journey for all guests. Whether you're looking for a romantic sunset cruise, a family adventure, or a corporate outing, Defiance Sail Charters has the perfect sailing excursion for you. Book your next nautical adventure with us and set sail for memories that will last a lifetime.

Sail Anejo is a premier travel agency located in Gloucester, Massachusetts, United States. Specializing in sailing adventures, they offer a wide range of services including private charters, sailing lessons, and guided tours of the beautiful coastal waters of New England. With a team of experienced captains and crew members, Sail Anejo ensures a safe and unforgettable experience for all their customers. Whether you are looking for a relaxing day on the water or an exciting sailing excursion, Sail Anejo is your go-to destination for all things nautical. Book your next sailing adventure with Sail Anejo and set sail for an unforgettable experience on the open sea.

Coastal Fishing Charters, located at 415 Main Street in Gloucester, Massachusetts, is a top-rated travel agency specializing in fishing charters. From tuna charters to striped bass trips, deep sea fishing, and more, their trips run from May through October. With over 35 years of experience, they offer affordable and unforgettable experiences for up to 6 people. Captain Nick Danikas, a licensed coast guard captain, leads the trips and ensures a safe and enjoyable adventure. Whether you're looking to catch some haddock, cod, striped bass, or even bluefin tuna, Coastal Fishing Charters has you covered. Book your trip today and experience the thrill of fishing on the Massachusetts coast!

Connemara Bay Fishing Charters is a travel agency located at 47 Crafts Road in Gloucester, Massachusetts, United States. Specializing in deep sea fishing excursions, lobstering tours, and clambake/lobsterbake cruises in the waters off Cape Ann, including Gloucester, Rockport, Manchester, and Ipswich. Whether you're looking to reel in striped bass, haddock, cod, tuna, or even giant bluefin tuna, Connemara Bay Fishing Charters has you covered. With experienced guides and top-of-the-line equipment, you're sure to have an unforgettable fishing experience. Additionally, you can book a lobstering tour to learn about the sustainable commercial fishery and even take home a lobster for dinner. The charter boats, Connemara Bay II and Silver Lining, offer ample deck space, modern amenities, and all necessary safety equipment for a safe and enjoyable trip. After your fishing excursion, you can have your catch cooked to perfection at Lobsta Land Restaurant. So, whether you're a seasoned angler or a beginner looking for a fun day on the water, Connemara Bay Fishing Charters has something for everyone.

Yankee Fleet is a renowned travel agency located in Gloucester, Massachusetts, United States. Situated at 6 Julian Road, this institution specializes in providing unforgettable fishing and whale watching experiences for visitors of all ages. With a fleet of top-of-the-line vessels and experienced crew members, Yankee Fleet ensures a safe and enjoyable adventure on the waters of the Atlantic Ocean. Whether you're looking to reel in a big catch or witness majestic whales in their natural habitat, Yankee Fleet is the go-to destination for an exciting maritime excursion. Book your next ocean adventure with Yankee Fleet and create memories that will last a lifetime.

Fat Tuna Charters is a renowned travel agency located at 63 Rogers Street in Gloucester, Massachusetts, United States. Featured in Coastal Angler Magazine and on National Geographic's Wicked Tuna for 5 seasons and counting, we offer an unforgettable charter fishing experience like no other. Our merchandise including shirts, hoodies, hats, and decals are now available for purchase. Join us on a fishing adventure and land the big one with our experienced captains and crews. Our fishing grounds are teeming with a variety of fish such as Haddock, Pollack, Cusk, Wolfish, Red Fish, Mud Hake, and Conger Eel.

Summerwind Cottage Rental is a charming real estate and travel agency located in Gloucester, Massachusetts. Situated at 5 Stanwood Terrace, this institution offers a variety of cozy and picturesque cottages available for rent during the summer months. Whether you're looking for a romantic getaway or a family vacation, Summerwind Cottage Rental has the perfect accommodation for you. With stunning views of the surrounding area and convenient access to local attractions, this institution is the ideal choice for those seeking a relaxing and memorable summer retreat. Book your stay today and experience the beauty of Gloucester at Summerwind Cottage Rental.

South End Hospitality is a modern and professional management service located in Boston, Massachusetts. Our services are designed to eliminate any stress or worry for property owners and maximize profits. Whether you have a property in Boston, Cape Cod, The Berkshires, or Gloucester, we are dedicated to providing cost-effective vacation rental management services. Our experienced hosts consistently receive five-star ratings, and we strive to be the best management company in the area. With our "Hand Us The Keys" service plan, property owners can sit back and collect profits while we handle pricing, reservations, check-ins, cleaning, laundry, and provide 24/7 on-call staff.

All American Transportation is a premier transportation company located at 17 Washington Street in Gloucester, Massachusetts. We pride ourselves on providing top-notch service to our customers, whether they are in need of airport transfers, corporate transportation, or special event transportation. Our professional and experienced drivers are dedicated to getting you to your destination safely and on time. With a fleet of well-maintained vehicles, we offer a comfortable and reliable transportation experience. Contact us today to book your next ride with All American Transportation.

Welcome to the General John Glover Statue, a celebrated landmark nestled along the picturesque Commonwealth Avenue Mall in Boston, Massachusetts. Located at 60 Commonwealth Avenue, this historical monument stands as a testament to both the legacy of General John Glover and the grandeur of Boston’s urban planning. The Commonwealth Avenue Mall, a verdant allée of majestic shade trees, is a vital link in Boston's renowned “Emerald Necklace.” Designed by Arthur Gilman and inspired by the grand boulevards of Paris and the green squares of London, this historic park was developed between 1858 and the 1870s as part of the visionary Back Bay Development Plan. The Mall’s wide, tree-lined pathways create a serene escape in the heart of the city, making it a beloved destination for residents and visitors alike.