TOP 30 Best Boating vacation packages near me in Massachusetts

Welcome to Berkshire U-Drive Boat Rental Discover the ultimate boating experience on Pontoosuc Lake with Berkshire U-Drive Boat Rental. Nestled in the picturesque hills of the Appalachian Mountains, our location offers breathtaking views and pristine waters, perfect for any adventure. Whether you're seeking a thrilling day on the lake or a serene sunset cruise, we have the ideal boat to suit your needs.

Onota Boat Livery is a store located at 463 Pecks Road in Pittsfield, Massachusetts, United States. This institution offers a wide range of boat rental services, including canoes, kayaks, paddleboards, and motorboats, to help you explore the beautiful Onota Lake. Whether you're looking for a relaxing day on the water or an adventurous fishing trip, Onota Boat Livery has everything you need to make your experience unforgettable. Their friendly and knowledgeable staff are always ready to assist you with any questions or concerns you may have. Visit Onota Boat Livery today and start your next aquatic adventure!

Cape Cod Boating Adventures is a premier travel agency located at 255 Commercial Street in Wellfleet, Massachusetts, United States. We specialize in providing unforgettable boating experiences along the picturesque Cape Cod coastline. Our expert guides will take you on a journey through the crystal-clear waters, pristine beaches, and charming coastal towns of Cape Cod. Whether you're looking for a relaxing sunset cruise, a thrilling fishing excursion, or a private charter for a special occasion, Cape Cod Boating Adventures has you covered. Come join us for a one-of-a-kind boating adventure on the beautiful waters of Cape Cod.

Boston Boat Hostel is a unique accommodation option located at 67 Long Wharf in Boston, Massachusetts. Situated right on the water, this institution offers a one-of-a-kind experience for travelers looking to stay in a campground or lodging facility with a park-like setting. Guests can enjoy stunning views of the harbor while staying in cozy accommodations on a boat. Whether you're looking for a peaceful retreat or a fun adventure, Boston Boat Hostel is the perfect place to relax and unwind.

Welcome to Encore Boat Launch Seaport, your premier destination for entertainment and excitement located along the scenic Harborwalk in Boston, Massachusetts. Nestled in the vibrant Seaport district, our casino offers an unparalleled gaming experience with a stunning waterfront backdrop. Whether you're a seasoned player or trying your luck for the first time, our state-of-the-art facilities and diverse range of games promise an unforgettable visit. At Encore Boat Launch Seaport, you'll find a wide array of gaming options, from classic table games to the latest slot machines, all set within a luxurious and welcoming atmosphere. Our friendly and professional staff are dedicated to ensuring that your experience is both thrilling and enjoyable.

SleepAfloat offers unique and unforgettable floating vacation rentals at prime waterfront locations. Situated at 120 Milk Street in Boston, Massachusetts, our real estate and travel agency specializes in providing guests with one-of-a-kind accommodations on the water. Whether you're looking to relax on a houseboat or experience the thrill of staying on a yacht, SleepAfloat has a variety of options to choose from. Immerse yourself in the beauty of the waterfront and enjoy a truly memorable stay with us.

Berkshire Rivers Fly Fishing, located in Great Barrington, Massachusetts, is the go-to institution for fly fishing guides in Western Massachusetts and the Hudson Valley. With a focus on safety, fun, and, of course, fish, Berkshire Rivers offers private fishing trips that include all necessary gear, making it a hassle-free and enjoyable experience for all. Conveniently located within a comfortable drive from New York City and Boston, Berkshire Rivers provides fishing excursions in Berkshire County, New York's Hudson Valley, Southern Vermont, and Northwest Connecticut. Whether you're seeking a unique family adventure or hoping to reel in trophy northern pike or beautiful trout, Berkshire Rivers has something for everyone. Their excursions cater to beginners and experts alike, with customized trips to meet individual needs. With a reputation for top-notch teaching and exceptional customer service, Berkshire Rivers ensures that anglers leave not only with the satisfaction of a great catch but also with the knowledge and skills to continue enjoying the sport independently for years to come.

Plan Sea Adventure Charters, located at 53 Dock Street in Edgartown, Massachusetts, is the premier boat tour and rental company in Martha’s Vineyard and Cape Cod. Offering a variety of private cruise packages for groups of up to 18 passengers, our boat tours are perfect for family outings, bachelorette parties, team building events, and more. Our experienced Captains, with U.S. Coast Guard Masters Licenses, ensure a safe and enjoyable experience as you cruise along the beautiful shoreline of Woods Hole and Oak Bluffs. With indoor and outdoor heated seating, a bathroom, and a wet bar on board, our classic New England motor vessels provide a luxurious and comfortable ride for all guests.

Catboat Charters is a premier travel agency located at 1 Dock Street in Edgartown, Massachusetts. Specializing in unique and unforgettable sailing experiences, Catboat Charters offers a variety of charter options for exploring the beautiful waters of Martha's Vineyard and beyond. Whether you're looking for a relaxing sunset cruise or an adventurous day of sailing, Catboat Charters has something for everyone. With experienced captains and top-notch service, Catboat Charters is the perfect choice for your next nautical adventure.

Sunset Sail Salem is a premier travel agency located in the historic city of Salem, Massachusetts. Our agency is dedicated to providing unforgettable experiences on the water, offering scenic sunset sails along the picturesque coast of Salem. Our expert crew ensures a safe and enjoyable journey as you relax and take in the stunning views of the sunset over the Atlantic Ocean. Whether you're looking for a romantic evening out or a fun adventure with friends and family, Sunset Sail Salem is the perfect choice for your next nautical excursion. Book your sail today and create lasting memories on the water.

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.

Frayed Knot Sailing Charters is a premier travel agency located at 15 Ashland Avenue in the picturesque coastal town of Manchester-by-the-Sea, Massachusetts. Specializing in unforgettable sailing experiences, our charter services offer unique and personalized excursions on the open waters of the Atlantic Ocean. Whether you're looking for a relaxing sunset cruise or an adventurous day trip, Frayed Knot Sailing Charters has something for everyone. Our experienced crew and luxurious vessels ensure a safe and enjoyable journey for all our guests. Come sail away with us and create memories that will last a lifetime.

Capt. Tom's Charters is a premier travel agency located on F Street in beautiful Nantucket, Massachusetts. Specializing in personalized charter experiences, Capt. Tom's offers a range of excursions for visitors looking to explore the stunning waters surrounding the island. Whether you're interested in deep sea fishing, sightseeing cruises, or sunset tours, Capt. Tom's Charters has something for everyone. With knowledgeable and experienced captains at the helm, you can trust that your adventure with Capt. Tom's will be unforgettable. Book your next nautical adventure with Capt. Tom's Charters and experience the beauty of Nantucket like never before.

Cape Cod Catamaran Sailing Charters is a travel agency located at 255 Commercial Street in Wellfleet, Massachusetts, United States. Offering morning and afternoon charters as well as sunset cruises from Wellfleet Harbor, this institution provides an authentic Cape Cod experience on their catamaran, Discovery. Escape the crowds and immerse yourself in the serene beauty of Cape Cod with a private daytime charter, where you can explore the bay, watch seals, or simply relax and enjoy the tranquility of the local waters. The experienced captain ensures a smooth and comfortable ride as you navigate Wellfleet Harbor and Cape Cod Bay.

Local Tide Charters is a premier fishing and boating charter service located at 61 Crocker Drive in Edgartown, Massachusetts. Our experienced captains and crew are dedicated to providing unforgettable experiences on the water, whether you're looking to reel in a big catch or simply enjoy a relaxing cruise along the beautiful coastline. With a variety of charter options available, including deep sea fishing trips, sunset cruises, and private charters, Local Tide Charters is the perfect choice for both seasoned anglers and beginners alike. Join us for an adventure on the local tides and create memories that will last a lifetime.

Topspin Fishing Charters is a premier fishing charter located at 34 Washington Street in Nantucket, Massachusetts. We offer unforgettable fishing experiences in the pristine waters off the coast of Nantucket, known for its abundant marine life and excellent fishing opportunities. Our experienced captains and crew are dedicated to providing top-notch service and ensuring a successful day of fishing for our guests. Whether you are a seasoned angler or a novice fisherman, Topspin Fishing Charters caters to all skill levels and guarantees a memorable day on the water. Join us for an exciting adventure and reel in the big catch of the day!

Beth Ann Charters is a travel agency located at MacMillan Pier in Provincetown, Massachusetts, United States. With a prime location facing the water on the pier to the left, this agency offers a variety of trips including whale watches. Due to declining fuel prices, Beth Ann Charters has eliminated fuel surcharges on most trips and significantly reduced them on longer excursions. Thank you for your understanding and we look forward to helping you plan your next adventure.

Moment Sailing Adventures is located at 16 MacMillan Pier in Provincetown, Massachusetts, offering deluxe private captained day sailing charters. With a strict US Coast Guard policy limiting groups to six guests, including children, Moment provides a personalized and intimate sailing experience. The 47-foot Moment, designed by Sparkman & Stephens, offers 2, 4, and 6-hour sails to explore the wildlife, beaches, lighthouses, and sunsets of outer Cape Cod. Recognized as one of the 5 Best Sailing Charters by Yankee Magazine and rated 5 stars on TripAdvisor, Moment Sailing Adventures promises a memorable and safe sailing experience. The vessel underwent an extensive refit in 2013-14 and is equipped with modern amenities such as a guest toilette, refrigeration for beverages, and a tender named "Tary" for shore excursions. Guests rave about their experiences aboard Moment, praising the skilled captain, Chris, for creating unforgettable moments on the water. Whether it's a romantic proposal, a birthday celebration, or a leisurely sail around Provincetown harbor, Moment Sailing Adventures ensures a unique and special experience for all guests.

Come Sail Away Now is a premier travel agency located in the heart of Boston, Massachusetts. Specializing in luxury sailboat vacations, our experienced team of travel experts will help you plan the perfect sailing adventure. Whether you're looking to explore the picturesque New England coast or set sail to exotic destinations around the world, Come Sail Away Now has you covered. Let us take the stress out of vacation planning and help you create memories that will last a lifetime. Visit us at 1 8th Street in Boston and start planning your dream sailing vacation today.

Tuna Hunter Fishing Charters is a premier fishing charter company located at 75 Essex Avenue in Gloucester, Massachusetts. With experienced captains and top-of-the-line equipment, we offer unforgettable deep sea fishing experiences for anglers of all levels. Whether you're looking to reel in a trophy-sized tuna or simply enjoy a day out on the water, Tuna Hunter Fishing Charters has you covered. Join us for a day of excitement and adventure on the beautiful waters of the Atlantic Ocean.

East Coast Divers is a premier diving institution located in Brookline, Massachusetts. As a school, store, and travel agency, we offer a wide range of services to suit all your diving needs. Our experienced instructors provide top-notch training for beginners and advanced divers alike. Our store is fully stocked with all the latest gear and equipment, ensuring you have everything you need for a successful dive. Additionally, our travel agency can help you plan the diving trip of a lifetime to exotic destinations around the world. Come visit us at 213 Boylston Street and let us help you explore the underwater world like never before.

Boston Yacht Haven Inn & Marina is a luxurious lodging option located at 87 Commercial Wharf in the heart of Boston, Massachusetts. This waterfront institution offers unparalleled views of the harbor and easy access to the city's top attractions. Guests can relax in elegantly appointed rooms, enjoy delicious dining options, and take advantage of the marina facilities for those arriving by boat. Whether you're visiting for business or pleasure, Boston Yacht Haven Inn & Marina provides a comfortable and convenient stay in one of America's most historic cities.

The Lamb and Lion Inn, located at 2504 Main Street in Barnstable, Massachusetts, is a classic Cape Cod inn with the spirit of a small luxury hotel. It has been recognized as one of the top 12 pet-friendly properties in the world, making it the perfect destination for travelers with furry friends. The inn offers ultimate guest privacy with multiple separate entrances and exits, ensuring a peaceful and relaxing stay. Situated on 4 acres in historic Cape Cod Bay, the inn is just minutes away from Barnstable Village's shops, restaurants, waterfront dining, and whale watch boat. Guests can also enjoy a short walk to a sunset beach and hiking trails, as well as a ten-minute drive to the island ferries and Hyannis' nightlife. The inn dates back to a 1740 farmhouse with horse stables that have been converted into suites, and features the original 1740 Barn and a central courtyard for a fun and relaxed atmosphere.

Liberte, The Schooner is a renowned travel agency located at 227 Clinton Avenue in Falmouth, Massachusetts, United States. Specializing in sailing adventures aboard their beautiful schooner, Liberte offers unique and unforgettable experiences on the open sea. With a team of experienced and knowledgeable staff, guests can expect top-notch service and expert guidance as they embark on a journey of a lifetime. Whether you're looking to explore the stunning coastlines of New England or simply relax and unwind on the water, Liberte, The Schooner is the perfect choice for your next nautical adventure.

Hull Yacht Club is a prestigious institution located at 5 Fitzpatrick Way in Hull, Massachusetts, United States. With a rich history dating back to its establishment, the club offers a range of amenities and services for yacht enthusiasts and members. Situated in a picturesque location overlooking the water, Hull Yacht Club provides a welcoming and inclusive environment for individuals and families to enjoy sailing, social events, and other recreational activities. Whether you are an experienced sailor or a novice looking to learn, Hull Yacht Club is the perfect place to indulge your passion for the sea and connect with like-minded individuals. Join us at Hull Yacht Club and experience the beauty and excitement of yachting in a vibrant and supportive community.

Osprey Sea & Surf Adventures is a store and travel agency located at 489 Old County Road in Westport, Massachusetts, United States. Specializing in all things sea and surf related, this institution offers a wide range of products and services for water enthusiasts. Whether you're in need of high-quality gear for your next surfing or boating adventure, or looking to book an exciting sea excursion, Osprey Sea & Surf Adventures has you covered. With knowledgeable staff and a passion for all things aquatic, this institution is your go-to destination for all things sea and surf.

North Chatham Outfitters is a store located at 300 Orleans Road in Chatham, Massachusetts. This institution is dedicated to providing outdoor enthusiasts with the gear and knowledge they need to enjoy the beautiful beaches and waters of Cape Cod. Whether you are into freshwater fishing, inshore fishing, offshore fishing, hunting, or a scenic kayak or paddleboard tour, NCO has everything you need for a special and productive day outdoors. Our knowledgeable staff is always available to answer your questions and help you find the right gear for your outdoor adventures. Please note that charters are booked through the charter companies, not through our shop. Stop by North Chatham Outfitters for an extensive selection, great prices, and top-notch service from our NCO family.

Mayflower Beach is a stunning seaside retreat located at 14 Horsefoot Path in Dennis, Massachusetts. This picturesque beach offers pristine white sands, crystal clear waters, and breathtaking views of Cape Cod Bay. Visitors can relax on the shore, go for a swim, or simply soak up the sun while enjoying the peaceful atmosphere of this beautiful beach. With convenient amenities and a tranquil setting, Mayflower Beach is the perfect destination for a day of relaxation and fun in the sun.

Moore State Park, located at 1 Sawmill Road in Paxton, Massachusetts, is a picturesque park and popular tourist attraction. This beautiful park offers visitors a peaceful escape into nature with its lush greenery, tranquil ponds, and scenic walking trails. Visitors can enjoy picnicking, hiking, fishing, and birdwatching in this serene setting. Moore State Park is the perfect destination for a relaxing day outdoors with family and friends, or for solo exploration and reflection. Whether you're looking for a leisurely stroll or a more active outdoor adventure, Moore State Park has something for everyone to enjoy.

Cuttyhunk Ferry Co is a renowned ferry service located at 66 State Pier in New Bedford, Massachusetts. With a strong commitment to providing safe and reliable transportation to Cuttyhunk Island, the company offers daily trips to this picturesque destination. Whether you are looking to explore the island's pristine beaches, go fishing, or simply relax and enjoy the stunning views, Cuttyhunk Ferry Co is the perfect choice for your journey. Their experienced crew and comfortable vessels ensure a pleasant and memorable experience for all passengers. Visit Cuttyhunk Ferry Co for an unforgettable island adventure!