THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Set sail on a personalized adventure with Martha's Vineyard Oceansports. Whether you're after sunset serenity or a full-day cruise, their private charters offer unmatched views and intimate experiences on the water.
Set sail on a personalized adventure with Martha's Vineyard Oceansports. Whether you're after sunset serenity or a full-day cruise, their private charters offer unmatched views and intimate experiences on the water.
Book with Martha's Vineyard Oceansports
Verified experiences and guided adventures in the surrounding area.
Operated by Martha's Vineyard Oceansports · Edgartown, Massachusetts
Martha's Vineyard Oceansports offers a premier boat charter experience that stands out in the scenic waters of Martha's Vineyard. Known for its captivating coastline and legendary maritime history, Martha's Vineyard is a magnet for ocean lovers. The 38’ Fountain Charters promises an intimate, customized voyage—be it a tranquil sunset cruise or an extended day sail—designed to give guests a front-row seat to this island's natural splendor.
Launch from the sandy shores of Martha's Vineyard and glide across sparkling waters dotted with lobster pots and seabirds weaving overhead. The vessel comfortably accommodates up to six passengers, making it ideal for intimate gatherings or family adventures. The modern boat cuts smoothly through the waves, revealing views of historic lighthouses, sea cliffs, and secluded coves inaccessible by land. The standout feature of these trips is the chance to witness the coastal environment up close, with frequent sightings of local wildlife such as harbor seals and ospreys.
What makes Martha's Vineyard Oceansports unique is their commitment to personalized service, ensuring each voyage is tailored to your interests—whether you're after breathtaking photo opportunities, whale watching, or just relaxing on deck with a cold drink. Their seasoned captain knows the waters well, sharing stories of their maritime lore and guiding you safely through this maritime playground.
This experience isn’t just about sailing; it’s about connecting with the sea in a way that feels authentic and exciting. Ideal for adventure seekers and leisure travelers alike, their trips offer a rare opportunity to enjoy Martha's Vineyard from a different perspective—on the water, under the sun, and in the wind.
Book your private charter today and dive into the maritime magic of Martha's Vineyard with Martha's Vineyard Oceansports—your go-to for unforgettable boating adventures.
Moderate.
6–8 hours.
Moderate fitness required; participants should be comfortable with outdoor activity.
The charter includes the boat, captain, water, and optional snacks; any additional needs can be arranged.
Children of all ages are welcome, but parents should assess their child's comfort at sea.
Yes, you are encouraged to bring your favorite snacks and beverages.
Yes, the vessel is equipped with restroom facilities for comfort during your trip.
Absolutely. The boat offers many vantage points for capturing scenic and wildlife photos.
Trips may be rescheduled or canceled for safety in severe weather conditions.
Martha's Vineyard has a rich maritime history dating back to the 1600s, with fishing and trading shaping its culture.
Sustainable boating practices are a priority here, with efforts to minimize environmental impact and protect local marine life.
Martha's Vineyard Oceansports operates from Oak Bluffs, Massachusetts, offering a broad selection of boat rentals, guided tours, and watersports experiences around Martha’s Vineyard. The company runs private charters, sunset cruises, jet ski tours and rentals, parasailing flights, waterski and wakeboard charters, banana boat rides, and fishing-ready center-console rentals. Trips accommodate up to six passengers and are led by licensed U.S. Coast Guard captains or trained crew. Fleet options range from jet skis and 17’ Boston Whalers to 38’ Fountain charters and modern center-console boats equipped for fishing. Popular excursions include a guided 2-hour jet ski tour from Oak Bluffs to Edgartown and intimate 1.5-hour private sunset cruises across the Elizabeth Islands. Watersports charters provide wakeboarding, waterskiing, kneeboarding, and tubing suitable for beginners and experienced riders. Parasailing flights use Paracraft Warrior and Patriot boats with dry take-offs and landings, and offer optional water dips. Reservations are available daily for many experiences, and safety equipment, coolers, and ice are provided for private charters and sunset cruises. Professional instruction accompanies jet ski rentals and watersports to ensure a safe, enjoyable outing. The operation emphasizes small-group experiences, local knowledge of Vineyard waterways, and certified operation to deliver reliable, memorable days on the water. For visitors seeking guided sightseeing, adrenaline sports, fishing outings, or relaxed sunset cruises, Martha's Vineyard Oceansports provides a range of licensed, family-friendly options launched from Oak Bluffs. Booking information and seasonal availability are posted online and through local Oak Bluffs kiosks during peak summer months for visitor planning and group inquiries.
Book with Martha's Vineyard Oceansports