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Skip to main content
Adventure Collective Logo
Adventure ExperiencesLocal ExpertsLocationsAbout
Menu

The Adventure Collective

The Adventure Collective Discover, plan, and share your outdoor adventures with our global community of explorers.

Add as a preferred

source on Google

Explore Adventures

  • All Adventures
  • Boat Charters
  • Water Activities
  • Fishing
  • Land Adventures
  • Motorized Land
  • Winter Sports

Explore Adventures

  • Aerial Adventures
  • Wildlife & Nature
  • Camping & Overnight
  • Climbing & Mountaineering

Find Local Experts

  • Browse Local Experts
  • Become a Featured Expert

Company

  • About Us
  • Editorial Policy
  • Advertising
  • Add Your Business
  • Contact Us
  • The Adventure Network

Legal & Privacy

  • Privacy Policy
  • General Terms and Conditions
  • Cookies and Marketing Preferences
  • Legal Notice
  • Information according to the Digital Services Act
  • Do not Sell or Share my Personal Information
  • Sitemap

Adventure Town Guides

View All Adventure Towns

© 2026 The Adventure Collective. All rights reserved.

Editorial Policy
Standup paddleboarders silhouetted on ocean at sunset

Experience Martha's Vineyard by Water — Jet Skis, Charters & Parasailing

Oak Bluffs departures with licensed captains, small-group adventures for families, couples, and friends.

  1. Adventure Tour Operators
  2. Martha's Vineyard Oceansports

Featured Tours & Rentals

Private charters, jet ski tours, parasailing, waterski/wakeboard charters, and boat rentals — options for up to six guests.

Water Sports Adventure with Martha's Vineyard Oceansports
Vineyard Haven

Water Sports Adventure with Martha's Vineyard Oceansports

Discover the thrill of watersports with Martha’s Vineyard Oceansports. Whether you’re a beginner or a seasoned rider, enjoy wakeboarding, waterskiing, and tubing on stunning Vineyard waters with expert guidance.

Water Sports Adventure with Martha's Vineyard Oceansports

Water Sports Adventure with Martha's Vineyard Oceansports

water activities
boat charters
Vineyard Haven, Massachusetts
2-Hour Jet Ski Tour | Jet Ski Tour in Oak Bluffs | Water Activities, Boat Tour, Sightseeing Tour
Oak Bluffs

2-Hour Jet Ski Tour | Jet Ski Tour in Oak Bluffs | Water Activities, Boat Tour, Sightseeing Tour

Join a thrilling 2-hour jet ski tour around Martha’s Vineyard, starting from Oak Bluffs. Experience breathtaking views, spot local wildlife, and explore Cape Pogue—all with expert guidance.

2-Hour Jet Ski Tour | Jet Ski Tour in Oak Bluffs | Water Activities, Boat Tour, Sightseeing Tour

2-Hour Jet Ski Tour | Jet Ski Tour in Oak Bluffs | Water Activities, Boat Tour, Sightseeing Tour

Private Sunset Cruise | Boat Tour in Vineyard Haven | Private, Water Activities
Vineyard Haven

Private Sunset Cruise | Boat Tour in Vineyard Haven | Private, Water Activities

Join Martha's Vineyard Oceansports for an exclusive sunset boat cruise that offers stunning views, peaceful moments, and a chance to create unforgettable memories on the water. Perfect for small groups and special occasions.

Private Sunset Cruise | Boat Tour in Vineyard Haven | Private, Water Activities

Private Sunset Cruise | Boat Tour in Vineyard Haven | Private, Water Activities

Private Charter | Private in Edgartown | Boat Tour, Water Activities, Sightseeing Tour
Edgartown

Private Charter | Private in Edgartown | Boat Tour, Water Activities, Sightseeing Tour

Discover the coast of Martha's Vineyard on a private boat tour designed for small groups. Experience personalized adventures with stunning views, wildlife sightings, and a relaxed vibe. Keep reading to find out more!

Private Charter | Private in Edgartown | Boat Tour, Water Activities, Sightseeing Tour

Private Charter | Private in Edgartown | Boat Tour, Water Activities, Sightseeing Tour

Water Sports Adventure with Martha's Vineyard Oceansports
Vineyard Haven

Water Sports Adventure with Martha's Vineyard Oceansports

Discover the thrill of wakeboarding and waterskiing on Martha’s Vineyard with Oceansports, where fun meets safety in a stunning coastal setting. Perfect for all skill levels, this activity promises a memorable day on the water.

Water Sports Adventure with Martha's Vineyard Oceansports

Water Sports Adventure with Martha's Vineyard Oceansports

Jet Ski Rentals | Jet Ski Rental in Vineyard Haven | Jet Ski Tour, Water Activities, Sightseeing Tour, Rentals, Sports
Vineyard Haven

Jet Ski Rentals | Jet Ski Rental in Vineyard Haven | Jet Ski Tour, Water Activities, Sightseeing Tour, Rentals, Sports

Looking for an adrenaline rush on the water? Martha's Vineyard Oceansports offers jet ski rentals that deliver speed, fun, and stunning coastal views. Perfect for thrill-seekers and water lovers alike!

Jet Ski Rentals | Jet Ski Rental in Vineyard Haven | Jet Ski Tour, Water Activities, Sightseeing Tour, Rentals, Sports
Parasailing | Parasail in Vineyard Haven | Air Activities, Water Activities, Air Tour, Sightseeing Tour
Vineyard Haven

Parasailing | Parasail in Vineyard Haven | Air Activities, Water Activities, Air Tour, Sightseeing Tour

Take to the skies over Martha's Vineyard with a thrilling parasailing adventure. Perfect for all ages, this activity offers stunning views and unforgettable moments above the Atlantic Ocean.

Parasailing | Parasail in Vineyard Haven | Air Activities, Water Activities, Air Tour, Sightseeing Tour

Parasailing | Parasail in Vineyard Haven | Air Activities, Water Activities, Air Tour, Sightseeing Tour

Boston Whaler Boat #1 | Boat Rental in Oak Bluffs | Water Activities, Sailing, Self-Guided Tour
Oak Bluffs

Boston Whaler Boat #1 | Boat Rental in Oak Bluffs | Water Activities, Sailing, Self-Guided Tour

Set sail from Martha's Vineyard with a Boston Whaler rental—an exhilarating way to enjoy the island’s rugged coastline and lively marine life. Discover why this is a top water activity for visitors seeking fun on the water.

Boston Whaler Boat #1 | Boat Rental in Oak Bluffs | Water Activities, Sailing, Self-Guided Tour
38’ Fountain Charters | Boat Tour in Edgartown | Private, Water Activities
Edgartown

38’ Fountain Charters | Boat Tour in Edgartown | Private, Water Activities

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.

38’ Fountain Charters | Boat Tour in Edgartown | Private, Water Activities

38’ Fountain Charters | Boat Tour in Edgartown | Private, Water Activities

Fishing Adventures with Martha's Vineyard Oceansports
Oak Bluffs

Fishing Adventures with Martha's Vineyard Oceansports

Set sail from Oak Bluffs with Martha's Vineyard Oceansports aboard the Island Reef Sportsman #2, a powerful 19’ fishing boat perfect for groups up to six. Enjoy advanced electronics, comfortable fishing amenities, and easy access to some of New England’s best coastal waters.

Fishing Adventures with Martha's Vineyard Oceansports

Fishing Adventures with Martha's Vineyard Oceansports

Banana Boat Rides at Martha's Vineyard Oceansports
Oak Bluffs

Banana Boat Rides at Martha's Vineyard Oceansports

Ride the waves along State Beach with Martha’s Vineyard Oceansports’ family-friendly banana boat tours. Choose your pace and group size for a memorable coastal adventure everyone can enjoy.

Banana Boat Rides at Martha's Vineyard Oceansports

Banana Boat Rides at Martha's Vineyard Oceansports

water activities

About Martha's Vineyard Oceansports

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.

Waterskier carving sharp turn, spraying water in ocean
Vibrant sun setting over calm sea at golden hour

Explore Martha's Vineyard from the Water

Martha's Vineyard Oceansports runs a variety of water-based experiences from Oak Bluffs, Massachusetts. From jet ski tours to private charters and parasailing adventures, the company provides seasonal Oak Bluffs boat rentals, guided marine tours, and watersports charters that highlight the island coastline and nearby Elizabeth Islands.

Popular Tours and Rentals

Guests can choose from multiple experiences designed for families, couples, and small groups up to six passengers:

  • 2-Hour Jet Ski Tour: A guided jet ski route from Oak Bluffs to Edgartown with Cape Pogue and beach stops.
  • Jet Ski Rentals: Yamaha VX 1100 WaveRunners for self-guided rides or instructor-led tours.
  • Private Sunset Cruise: 1.5-hour intimate cruises over the Elizabeth Islands; guests may bring beverages.
  • Private Charter: Licensed captain-led outings available every day for personalized sightseeing and fishing.
  • Waterski & Wakeboard Charters: Wakeboarding, waterskiing, kneeboarding, and tubing for all skill levels.
  • Parasailing: Paracraft Warrior and Patriot flights with dry take-offs and optional water dips.
  • Boat Rentals: 17’ Boston Whaler rentals and 38’ Fountain private charters for extended trips.
  • Fishing Boats: 19’ Island Reef Sportsman center-console equipped with rod holders and a live well.
  • Banana Boat Rides: Group towable tubing for high-energy fun.

Safety, Equipment, and Crew

Safety is a priority across all trips. Licensed U.S. Coast Guard captains lead charters and watersports activities when required. Jet ski instruction, life jackets, and safety briefings are provided. Boats are outfitted with necessary safety gear, and private charters include coolers and ice upon request.

Why Choose an Oak Bluffs Boat Experience

Choosing Martha's Vineyard Oceansports means selecting an operator focused on licensed operation, small-group adventures, and local knowledge of Vineyard waterways. Oak Bluffs departures offer direct access to scenic channels, sheltered bays, and coastal highlights that larger harbor tours may miss.

Planning and Booking Tips

  • Book early during peak summer to secure preferred times.
  • Confirm guest counts; most trips accommodate up to six people.
  • Bring sunscreen, towels, and any preferred beverages for private cruises.
  • Ask about fishing gear for the Island Reef Sportsman when booking a fishing trip.

Keywords and Search Optimization

For travelers searching for "Martha's Vineyard jet ski tour," "Oak Bluffs boat rentals," "parasailing Martha's Vineyard," "private sunset cruise Vineyard," or "waterski wakeboard charter Oak Bluffs," Martha's Vineyard Oceansports appears as a local operator offering licensed captains, jet ski tours, boat rentals, and parasailing flights.

Book directly through local listings or authorized reservation platforms to confirm schedules, seasonal availability, and up-to-date pricing. Whether planning an adrenaline-packed jet ski tour, a family watersports day, or a serene private sunset cruise, Martha's Vineyard Oceansports provides a range of licensed, small-group water experiences launched from Oak Bluffs.

Additional Information and Local Highlights

Martha's Vineyard Oceansports emphasizes local routes that showcase scenic lighthouses, sandbars, and coastal wildlife visible from the water. Popular navigation points include Edgartown Harbor approaches, Cape Pogue beaches, and the Elizabeth Islands chain. Seasonal variations affect transit times and recommended routes; captains select the safest, most scenic passage for each trip. Many guests combine a morning watersports charter with afternoon beach time to maximize a day on the Vineyard. For fishing trips, the center-console boat offers accessible access to inshore structure and flats, and captains can advise on bait and technique. The operation supports families by offering age-appropriate options and clear pre-trip briefings. Accessibility, group celebrations, and special-occasion charters can be arranged with advance notice. Online maps, explicit check-in locations in Oak Bluffs, and clear cancellation policies help visitors plan. Reviews and local listings frequently reference friendly captains, reliable equipment, and flexible departure times. Travelers should verify current safety requirements and booking rules for the season when reserving.

Wakeboarder launching with dramatic ocean spray on sunny day

Reserve an Oak Bluffs Water Adventure Today

Secure private charters, jet ski tours, parasailing flights, or watersports charters with licensed captains — check schedules and book through verified listings.

water activities
Oak Bluffs, Massachusetts
boat charters
Vineyard Haven, Massachusetts
water activities
Edgartown, Massachusetts
water activities
Vineyard Haven, Massachusetts

Jet Ski Rentals | Jet Ski Rental in Vineyard Haven | Jet Ski Tour, Water Activities, Sightseeing Tour, Rentals, Sports

water activities
Vineyard Haven, Massachusetts
water activities
Vineyard Haven, Massachusetts

Boston Whaler Boat #1 | Boat Rental in Oak Bluffs | Water Activities, Sailing, Self-Guided Tour

water activities
Oak Bluffs, Massachusetts
boat charters
Edgartown, Massachusetts
fishing
Oak Bluffs, Massachusetts
Oak Bluffs, Massachusetts

Max Group Size

Up to 6 guests

Small, private outings

Location

Oak Bluffs, MA

Launch point on Martha’s Vineyard

Licensed Captains

U.S. Coast Guard

Experienced, certified operators

Experiences

11 options

Water sports, charters, tours