Island hopping charters in Massachusetts

Witch of Endor Sailing Charters is a premier travel agency located at 99 Water Street in Tisbury, Massachusetts. We offer unforgettable sailing experiences along the beautiful coastline of Martha's Vineyard. Our expert crew and luxurious vessels ensure a safe and enjoyable journey as you explore the scenic waters of New England. Whether you're looking for a romantic sunset cruise or a thrilling adventure on the open sea, Witch of Endor Sailing Charters has the perfect excursion for you. Book your sailing adventure today and let us help you create memories that will last a lifetime.

Island Classic Charters is a premier travel agency located in the picturesque town of Chilmark, Massachusetts. Specializing in luxury yacht charters, they offer unforgettable experiences exploring the stunning waters surrounding Martha's Vineyard and the surrounding islands. Whether you're looking for a romantic sunset cruise, a family day trip, or a corporate event, Island Classic Charters has the perfect vessel to suit your needs. With experienced captains and top-notch service, they ensure a seamless and memorable sailing experience for all their guests. Book your next adventure with Island Classic Charters and discover the beauty of the New England coast in style.

Island Spirit Kayak is a premier travel agency located on Edgartown Oak Bluffs Road in Oak Bluffs, Massachusetts. Specializing in guided kayak tours, they offer a unique and unforgettable way to explore the stunning coastal landscapes of Martha's Vineyard. With experienced guides, top-of-the-line equipment, and a commitment to safety and sustainability, Island Spirit Kayak ensures an enriching and eco-conscious adventure for all levels of paddlers. Whether you're seeking a peaceful sunset paddle or a thrilling wildlife encounter, Island Spirit Kayak is dedicated to providing a memorable and transformative experience on the water.

Dancing Turtle Charters is a premier travel agency located in Edgartown, Massachusetts. Specializing in unique and unforgettable charter experiences, our team is dedicated to providing top-notch service for all your travel needs. Whether you're looking for a relaxing day on the water or an adventurous fishing excursion, Dancing Turtle Charters has you covered. With our convenient location at 18 Saddle Clubb Rd, trust us to help you plan the perfect getaway in the beautiful waters of Massachusetts. Book your next charter with us and let the adventure begin!

Buzzards Bay Yacht Charters is a premier travel agency located at 32 Ned's Point Road in Mattapoisett, Massachusetts. Specializing in luxury yacht charters, they offer a wide range of vessels for rent to explore the beautiful waters of Buzzards Bay and beyond. Whether you're looking for a romantic sunset cruise, a family adventure, or a corporate event on the water, Buzzards Bay Yacht Charters has the perfect option for you. Their experienced team is dedicated to providing exceptional service and ensuring a memorable experience for all clients. Visit them today to start planning your next unforgettable yacht charter experience.

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.

Nantucket Island Tours, located at 10 Washington Street in Nantucket, Massachusetts, is a premier travel agency offering a variety of services. While bus tours for 2023 have concluded, the agency is actively booking weddings, large groups, and charters for 2024. Experience the beauty of Nantucket with a tour on one of their new, climate controlled buses. Knowledgeable local tour guides will take you to iconic landmarks such as the Old Mill, Sconset Village, and Sankaty Head Lighthouse, allowing you to truly appreciate the natural splendor of the island.

Islands Aviation is a premier travel agency located at 268 South Meadow Road in Plymouth, Massachusetts. With a focus on providing top-notch service and unforgettable travel experiences, Islands Aviation is dedicated to helping clients plan their dream vacations to various island destinations around the world. Whether you're looking to relax on the sandy beaches of the Caribbean, explore the natural beauty of Hawaii, or immerse yourself in the culture of the South Pacific, Islands Aviation has the expertise and resources to make your travel dreams a reality. Contact us today to start planning your next island getaway!

Captain Curley's Sailing Charters is a premier travel agency located at 255 Commercial Street in Wellfleet, Massachusetts. Specializing in sailing adventures, they offer a variety of charter options for those looking to explore the beautiful waters of Cape Cod. Whether you're a seasoned sailor or a complete novice, Captain Curley's experienced crew will ensure you have a safe and unforgettable experience on the water. From sunset cruises to day trips to nearby islands, there's something for everyone at Captain Curley's Sailing Charters. Come aboard and set sail on your next adventure!

Island Time Charters is a premier charter service located at 19 Owen Park Way in Tisbury, Massachusetts. With a prime location on Martha's Vineyard, our experienced captains and crew are dedicated to providing guests with unforgettable experiences on the water. Whether you're looking to explore the beautiful coastline, fish for your dinner, or simply relax and enjoy the stunning views, Island Time Charters has a variety of options to suit your needs. Join us for a day of adventure and relaxation on the water with Island Time Charters.

Thorncroft Inn is a charming transit station located in the picturesque town of Tisbury, Massachusetts, United States. This historic inn offers a peaceful and relaxing atmosphere for travelers passing through or looking to explore the beauty of Martha's Vineyard. With cozy accommodations, delicious dining options, and convenient access to local attractions, Thorncroft Inn is the perfect destination for those seeking a memorable stay on the island. Immerse yourself in the tranquility and charm of this unique transit station during your visit to Tisbury.

Nauti Girl Excursions is a premier tourist attraction and travel agency located at 50 Dock Street in picturesque Edgartown, Massachusetts. Specializing in unique and unforgettable maritime adventures, Nauti Girl Excursions offers a variety of excursions for those looking to explore the beauty of the waters surrounding Martha's Vineyard. Whether you're interested in a relaxing sunset cruise, a thrilling fishing expedition, or a private charter for a special occasion, Nauti Girl Excursions has something for everyone. Come experience the magic of the sea with Nauti Girl Excursions and create memories that will last a lifetime.

Martha's Vineyard & Nantucket Reservations is a reputable travel agency located at 31 North Summer Street in Edgartown, Massachusetts, United States. Specializing in booking accommodations, transportation, and activities for visitors to the picturesque islands of Martha's Vineyard and Nantucket, this agency is dedicated to providing top-notch service and creating unforgettable experiences for travelers. With their extensive knowledge of the area and excellent customer service, Martha's Vineyard & Nantucket Reservations is the perfect choice for anyone planning a trip to these beautiful destinations.

Sail Ena is a renowned travel agency located at 350 Lake Street in Tisbury, Massachusetts, United States. Specializing in sailing adventures, Sail Ena offers a variety of exciting and unforgettable experiences for those looking to explore the open seas. Whether you're a seasoned sailor or a novice looking to try something new, Sail Ena has something for everyone. With expert guides and top-of-the-line equipment, you can trust that your sailing experience with Sail Ena will be safe, enjoyable, and truly memorable. Book your next sailing adventure with Sail Ena and set sail for an unforgettable journey on the waters of Massachusetts.

Nantucket Moorings is a reputable travel agency located at 85 Bartlett Road in Nantucket, Massachusetts, United States. Specializing in providing personalized and luxurious travel experiences, Nantucket Moorings offers a wide range of services including booking accommodations, arranging transportation, and planning exciting excursions for clients visiting the beautiful island of Nantucket. With a team of experienced travel experts, Nantucket Moorings ensures that every detail of your trip is carefully curated to exceed your expectations. Whether you are looking for a relaxing beach getaway or an adventurous island exploration, Nantucket Moorings is dedicated to creating unforgettable travel experiences for every client.

Sail Cape Cod Provincetown is a travel agency located at 9 MacMillan Pier in the picturesque town of Provincetown, Massachusetts. Specializing in sailing excursions and tours, this institution offers visitors the opportunity to explore the stunning waters of Cape Cod in a unique and unforgettable way. Whether you're looking for a relaxing sunset cruise or an adventurous sailing trip, Sail Cape Cod Provincetown has something for everyone. Join them for an experience you won't soon forget.

Ptown Luxury Cruises offers an exclusive and luxurious experience for those looking to explore the beautiful waters of Provincetown, Massachusetts. Located at 9 MacMillan Pier, this travel agency provides a variety of options for sunset, sunrise, beach, and whale watching cruises. With charters available to destinations such as Boston, Cape Cod, Nantucket, and Martha's Vineyard, guests have the freedom to choose where they want to go. The cruise offers overnight accommodations for up to six guests, with private staterooms and full baths for added comfort. Unlike crowded cruises, Ptown Luxury Cruises provides a spacious and uncrowded environment where guests can relax, sunbathe, and enjoy delicious food and drinks.

ACK Sail is a premier travel agency located at 34 Washington Street in the charming town of Nantucket, Massachusetts. Specializing in unique sailing adventures and excursions, ACK Sail offers a variety of services to help you explore the stunning waters surrounding Nantucket Island. Whether you're looking to charter a private boat for a romantic sunset cruise or join a group excursion to discover hidden coves and marine life, ACK Sail has something for every type of traveler. With experienced captains and a passion for providing unforgettable experiences on the water, ACK Sail is the perfect choice for your next maritime 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.

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.

Boston by Sea is a premier travel agency located at 60 Rowes Wharf in the vibrant city of Boston, Massachusetts. Specializing in unique and unforgettable sea expeditions, Boston by Sea offers a wide range of cruise options for travelers looking to explore the beautiful waters of New England. From whale watching tours to romantic sunset cruises, our experienced team is dedicated to providing exceptional service and creating memorable experiences for all our clients. Whether you are a seasoned sailor or a first-time cruiser, Boston by Sea is your gateway to discovering the wonders of the ocean.

Sail The Vineyard is a unique travel agency located at 13 Marine Avenue in Wareham, Massachusetts. Led by an adventurous and accomplished female captain, our all-female crew offers sailing excursions in Martha's Vineyard and The Caribbean. Our captain is a US Coast Guard Master Mariner and a Certified instructor by the American Sailing Association, specializing in mentoring female sailors. Embark on a thrilling adventure aboard our classic sloop-rigged sailboat and explore the beauty and history of Martha's Vineyard by sea. Enjoy the picturesque coastline with lighthouses, historic homes, and beautiful beaches. Feel the wind in your hair, embrace your inner mermaid, and learn the art and science of sailing with us.

Martha's Vineyard Sightseeing offers unique and exciting tours of the picturesque island of Martha's Vineyard, located at 23 Lake Avenue in Oak Bluffs, Massachusetts. Our experienced guides will take you on a journey to explore the island's stunning natural beauty, charming towns, and rich history. Whether you're interested in visiting the famous lighthouses, pristine beaches, or quaint shops and restaurants, our tours are sure to provide an unforgettable experience. Join us at Martha's Vineyard Sightseeing for a truly memorable adventure on this enchanting island.

Mad Max Sailing Adventures offers thrilling and unforgettable experiences on the water in Edgartown, Massachusetts. Our expert crew will take you on a high-speed sailing adventure, where you can feel the wind in your hair and the salt spray on your skin. Whether you're a seasoned sailor or a first-timer, our trips are perfect for anyone looking for a unique and exciting way to explore the beautiful waters of Martha's Vineyard. Join us at 25 Dock Street for an unforgettable sailing experience with Mad Max Sailing Adventures.

Stage Harbor Excursions & Launch is a premier boating and excursion company located at 1533 Main Street in charming Chatham, Massachusetts. Offering a variety of boat tours and charters, including scenic harbor cruises, fishing trips, and private charters, Stage Harbor Excursions & Launch provides unforgettable experiences on the water for visitors and locals alike. With knowledgeable captains, top-of-the-line vessels, and a commitment to customer satisfaction, this institution is the perfect choice for those looking to explore the beauty of Stage Harbor and beyond. Whether you're seeking a relaxing cruise or an exciting fishing adventure, Stage Harbor Excursions & Launch has something for everyone.

The Falmouth-Edgartown Ferry is a vessel charter, private water transport, and ferry service located at 278 Scranton Avenue in Falmouth, Massachusetts. Offering private and scheduled travel on the waters of Cape Cod, Martha's Vineyard, and Nantucket, this institution provides convenient and reliable transportation options for those looking to explore the beautiful coastal destinations of the region. Whether you're planning a day trip or a longer stay, the Falmouth-Edgartown Ferry is your gateway to experiencing the natural beauty and charm of these iconic New England destinations.

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!

Long Point Shuttle is a reliable and convenient transportation service located at MacMillan Pier in Provincetown, Massachusetts. We offer shuttle services to Long Point, a beautiful and secluded beach destination only accessible by boat. Our experienced captains and comfortable boats ensure a safe and enjoyable journey for our passengers. Whether you're looking to spend a relaxing day at the beach or explore the natural beauty of Long Point, our shuttle service is the perfect way to get there. Book your ride with Long Point Shuttle today and experience the beauty of this hidden gem in Provincetown.

Cuttyhunk Ferry Dock is a bustling transportation hub located in the picturesque town of Gosnold, Massachusetts. Situated on the stunning shores of the United States, this institution serves as a vital link for visitors and locals alike, providing access to the charming island of Cuttyhunk. Boasting scenic views of the surrounding waters and convenient amenities for travelers, the Cuttyhunk Ferry Dock is the perfect starting point for a memorable island adventure. Whether you're embarking on a day trip or planning an extended stay, this institution is sure to provide a seamless and enjoyable experience for all who pass through its gates.

Welcome to Cuttyhunk Harbor Seaplane Base, your gateway to the serene beauty of Gosnold, Massachusetts. Nestled in the idyllic setting of Cuttyhunk Island, our seaplane base offers a unique and convenient travel experience, connecting you to one of Massachusetts' most picturesque destinations. At Cuttyhunk Harbor Seaplane Base, we pride ourselves on providing efficient and seamless service for both recreational and business travelers. Our location is perfect for those seeking a tranquil escape, with easy access to the island's stunning landscapes, pristine beaches, and charming local attractions. Whether you're visiting for a day trip or an extended stay, our seaplane base ensures your journey begins and ends with ease and comfort.