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    1. Local experiences/
    2. Oak Bluffs, MA/
    3. Water Activities/
    4. Boat Rentals/
    5. 4–7 Day Kayak Rentals

    The very best experiences curated by local experts

    Best local prices
    Flexible cancellations
    Private & secure
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    4–7 Day Kayak Rentals

    Explore Martha's Vineyard waterways for up to a week with fully equipped single or tandem kayaks.

    From$190

    Duration

    4–7 days

    Includes

    Kayak, PFD, Paddle

    Highlights

    Rent a sit-on-top or touring kayak for four to seven days and paddle Martha's Vineyard at your own pace. Each rental includes safety gear and basic instruction so you can launch with confidence.

    1. Choose single, tandem or triple sit-on-top models
    2. Select sea kayaks for longer ocean journeys
    3. Receive PFDs, paddles and basic instruction
    4. Benefit from self-bailing, stable designs
    5. Add delivery service to your property for convenience

    What's Included

    1. Kayak rental for 4–7 days
    2. PFD and paddle for each paddler
    3. Basic safety briefing and instruction

    Sea kayak rentals are for intermediate to advanced paddlers; you may be asked to demonstrate rescue techniques. Children who wish to paddle must have their own seat.

    Cancellation policy

    Full refund for weather-related cancellations if you cannot reschedule. Cancel or reschedule at least 48 hours in advance, or 72 hours for groups of eight or more.

    Meeting location

    Edgartown Oak Bluffs Road, Little Bridge, State beach, Oak Bluffs MA 02557

    Experience provided by Island Spirit Kayak
    Experience provided by Island Spirit Kayak

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #XXRWTJ

    Single Kayaks

    $190

    0

    Tandem Kayaks

    $220

    0

    Triple Kayak

    $240

    0

    Single Touring Kayaks

    $195

    0

    Tandem Touring Kayaks

    $225

    0

    Handpicked for you, so you can book with confidence

    • Best local prices

    • Flexible cancellation

    • Private and secure

    Each booking directly supports small businesses in our community.

    Review summary

    Chick and her team have clearly built something special here, with guides like Sky, Aiden, and Simon earning consistent praise for their friendliness and deep knowledge of local birds, shellfish, and Martha's Vineyard ecology. What stands out is how adaptable they are—when weather doesn't cooperate, Chick personally steps in to find great alternatives. The staff handles groups ranging from solo paddlers to families of 14 with equal enthusiasm, making everyone from first-timers to experienced kayakers feel comfortable and safe on the water. The operation runs smoothly whether you're renting equipment or booking a guided tour. Kayaks are ready and waiting when you arrive, online booking is straightforward, and the two-hour tours hit a sweet spot between educational and fun. They offer kayaking, paddleboarding, and even SUP yoga classes with instructor Maggie Maxwell. The pond tours around Felix Neck Wildlife Sanctuary seem particularly popular, though they also run ocean paddles to places like Oak Bluffs and Edgartown Harbor. People consistently mention feeling the pricing is reasonable and plan return visits, which speaks volumes.

    What people are saying

    Review 1 of 5
    5/5

    These guys were great. When we arrived at the drop-in location in the morning, our kayaks were already on shore, waiting for us. After a brief safety demo, we launched.Chic the owner was super friendly and attentive.

    Photo of Robert H.

    Robert H.

    September 23, 2025

    Review 1 of 1
    5/5

    These guys were great. When we arrived at the drop-in location in the morning, our kayaks were already on shore, waiting for us. After a brief safety demo, we launched.Chic the owner was super friendly and attentive.

    Photo of Robert H.

    Robert H.

    September 23, 2025

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