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The Best Water Sports on Martha’s Vineyard: A Complete Guide for Summer Fun

When it comes to summer fun on Martha’s Vineyard, nothing beats time on the water. With its pristine coastline, saltwater ponds, and harbors lined with sailboats, this beloved New England island is the perfect place to dive into a variety of water sports.

Whether you're visiting for the day or spending a full week, enjoying the Island from the water is an essential part of the Vineyard experience. From high-energy adventures like parasailing and jet skiing, to relaxing kayak tours, and family-friendly paddleboarding, Martha’s Vineyard has something for every kind of water lover.

MV Ocean Sports: For Thrill Seekers

If you’re craving adrenaline, MV Ocean Sports in Oak Bluffs is your go-to destination. Located right on the bustling Oak Bluffs Harbor, this well-known company offers a wide range of action-packed water sports that promise unforgettable experiences on the open ocean.

Activities Include:

  • Jet Ski Rentals & Guided Tours: Cruise along the coastline or take a guided ride to scenic spots
  • Parasailing: Soar above the Vineyard for a bird’s-eye view of the Island’s beaches and boats
  • Flyboarding: Experience the thrill of flying above the water powered by high-pressure jets
  • Banana Boat Rides: A classic group activity that’s fun for all ages
  • Boat Rentals & Custom Charters: For groups who want to explore at their own pace

MV Ocean Sports combines professionalism with fun; they ensure safety while delivering top-tier service for visitors looking for adventurous things to do on Martha’s Vineyard.

Island Spirit Kayak: Family-Friendly and Full-Service

Located conveniently on State Beach in Oak Bluffs, Island Spirit Kayak is one of the most well-rounded water sports companies on the Island. They specialize in kayak and stand-up paddleboard (SUP) rentals and tours with flexible options for individuals, families, and groups.

Popular Tours Include:

  • Sunset & Sunrise Kayak Tours: Paddle through calm waters while soaking in the magic of Vineyard sunrises and sunsets
  • Full-Day Kayak Tours with Lunch: Spend the day exploring and enjoy a catered picnic-style meal on the beach
  • Full Moon Paddleboard Yoga: A unique nighttime paddleboard yoga class under the moonlight
  • LED Paddleboard Tours: Light-up boards create a magical evening experience on the water
  • Pedal & Paddle Tours: A hybrid biking and paddling adventure; great for active travelers

Island Spirit also offers Island-wide delivery for kayak and paddleboard rentals, making it super convenient no matter where you’re staying on Martha’s Vineyard.

 

Aloha Paddle MV: Personal, Local, and Unique

Aloha Paddle MV stands out for its personalized approach to paddleboarding. Led by certified ACA instructors, this locally owned company offers a thoughtfully curated selection of guided paddles, camps, and catered events.

Standout Experiences:

  • Guided Hike & Paddle Tours: Combine a scenic hike with a peaceful paddle for a full Vineyard experience
  • Kids Paddle Programs: A safe, fun way for kids to learn the basics of stand-up paddleboarding
  • Private Events & Group Outings: From bachelorette parties to birthdays, they create unforgettable Island experiences

Aloha Paddle MV blends adventure with Island hospitality, making them a favorite among both visitors and locals looking for a more meaningful water experience on Martha’s Vineyard.

Wind’s Up: A Vineyard Haven Classic

A trusted staple for water sports and gear, Wind’s Up is located in Vineyard Haven and has been serving the Island community for decades. This well-stocked outdoor store offers everything from kayak and paddleboard rentals to sailing and windsurfing lessons.

Available Rentals & Lessons:

  • Kayaks & SUPs: Rent by the hour, day, or week
  • Sailing Lessons: Learn to sail in a calm and protected harbor
  • Windsurfing Lessons: A rare but thrilling option for adventurous travelers
  • SUP & Kayak Instruction: Perfect for beginners looking to get comfortable on the water

In addition to its water sports offerings, Wind’s Up also carries beach clothing, outdoor gear, and accessories, making it a one-stop shop for your Vineyard beach day essentials.

 

SkyHigh Kiteboarding & Wing Foiling: The Cutting Edge of Wind Sports

For those looking to try something new, SkyHigh Kiteboarding and Wing Foiling offers one of the most exhilarating and innovative water sports experiences on Martha’s Vineyard. With a growing global following, kiteboarding and wing foiling combine the thrill of surfing with the power of wind and the elegance of flight.

SkyHigh is the Island’s premier school and outfitter for these sports; they offer private lessons, group instruction, and gear rentals for all skill levels. Whether you're a total beginner or a wind sports enthusiast ready to take on a new challenge, SkyHigh’s certified instructors ensure a safe, supportive, and truly unforgettable adventure.

What They Offer:

  • Kiteboarding lessons
  • Wing foiling sessions
  • High-quality gear rentals
  • Custom coaching for all levels

SkyHigh typically operates out of safe, shallow-water launch sites like Katama Bay, which offers ideal conditions for learning and progression. With steady southwesterly winds and gorgeous natural scenery, it’s an unbeatable environment to try your hand at some of the most exciting wind sports on Martha’s Vineyard.

Surfing on Martha’s Vineyard: A Local Favorite

While Martha’s Vineyard might not be the first place that comes to mind for East Coast surfing, the Island has a tight-knit local surf community and some great breaks if you know where to look. On any given summer morning or after a storm swell, you’ll find locals out catching waves with their boards in hand and wetsuits ready.

If you’re an experienced surfer, bring your board. There are plenty of opportunities to catch waves here. While surf shops are limited, the scenery and vibe more than make up for it. Just be sure to check the conditions ahead of time and always practice surf etiquette.

Bonus Tip: Where to Catch the Best Sunsets from the Water

One of the most magical ways to experience Martha’s Vineyard is from the water at sunset. Here are a few can't-miss paddling locations for sunset lovers:

  • Lake Tashmoo: Quiet, calm, and west-facing; ideal for a peaceful solo paddle
  • Menemsha Pond: Escape the crowds and enjoy expansive views over the water, framed by the soft glow of the setting sun
  • East Chop: Paddle past the lighthouse and catch simultaneous views of the sunset and moonrise

Planning Tips for Water Sports on Martha’s Vineyard

To make the most of your time on the water, keep these helpful tips in mind:

  • Book Early: Activities like parasailing, sunset tours, and paddleboard yoga fill up fast during peak summer
  • Dress Accordingly: Wear water-friendly clothing, a hat, and reef-safe sunscreen
  • Check the Weather & Wind: Conditions can change quickly, so always confirm with your tour provider before heading out
  • Bring a Waterproof Camera or Phone Pouch: You’ll want to capture the moment, especially on sunset tours or during parasailing flights

Whether you're gliding across a still pond, sailing through Vineyard Sound, or flying above the waves on a jet-powered board, the Island’s water sports offer unforgettable ways to connect with nature and create lasting summer memories. With a variety of experiences for every skill level, Martha’s Vineyard is one of the best water sports destinations in New England.

So grab your paddle, pack your sense of adventure, and get ready to explore the Island’s stunning shoreline from a whole new perspective.

 

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