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    1. Local experiences/
    2. Things to do in Oak Bluffs…/
    3. Water Activities/
    4. Kayak Rentals/
    5. 24-Hour Kayak Rental
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    24-Hour Kayak Rental

    Reserve your kayak online and enjoy a full day on the water with included gear and basic instruction

    From$89/ kayakincl. taxes and fees

    Duration

    24 Hours

    Includes

    PFD, paddle, instruction

    Highlights

    Rent a kayak for 24 hours and paddle at your own pace with the essential gear and a quick introduction before you launch. Choose from sit-on-top or touring (sea) kayak options based on your experience and plans.

    • Choose a sit-on-top or touring sea kayak
    • Pick up at the flagship location unless you book delivery separately
    • Use included PFD and paddle with basic instruction
    • Request touring gear like a spray skirt and bilge pump when available
    • Bring your own reusable water bottle and arrive ready to paddle

    What's Included

    • PFD
    • Paddle
    • Basic instruction

    Things to know

    Touring (sea) kayaks are for intermediate to advanced paddlers; you may be asked to demonstrate or explain self or T-rescue skills. Delivery is available but booked separately and the rental defaults to the flagship location. Cancellations require 48 hours notice, or 72 hours for groups of eight and larger.

    Cancellation Policy

    Full refund for weather-related changes and cancellations if you are unable to reschedule. 48 hour notice required for cancellations or rescheduling. 72-hour notice is required for groups of eight and larger.

    FAQs

    No—there are no facilities on location for changing or restrooms, so please arrive ready to paddle.

    Bring a reusable water bottle and sunscreen. Suggested items include sunglasses, a hat, and (optionally) a camera, towel, water booties, and a bathing suit.

    Edgartown Oak Bluffs Road, Little Bridge, State Beach, Oak Bluffs MA 02557.

    Meeting details

    Little Bridge, State Beach, Oak Bluffs

    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 #866UVM

    Single Kayaks

    $89.80

    Sit on top kayak. includes a PFD, paddle, and basic instruction. Jump seat for toddler(5 or under) or a dog.

    0

    Tandem Kayaks

    $112.25

    For two paddlers. This sit on top kayak includes PFDs, paddles, and basic instruction.

    0

    Triple Kayak

    $112.25

    For three paddlers. This sit-on-top kayak includes PFD's, paddles, and basic instruction..

    0

    Single Touring Kayaks

    $106.64

    Includes: PFD, paddle, and basic instruction. Also Included is a spray skirt, bilge pump, and paddle float upon request.

    0

    Tandem Touring Kayaks

    $129.09

    For two paddlers. This sit inside sea kayak includes PFDs, paddles, and basic instruction. Also Included is a spray skirt, bilge

    0

    Single Clear Kayak

    $89.80

    0

    Double Clear Kayak

    $112.25

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    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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