We're here to help
    Book online or call (650) 414-7338
    1. Local experiences/
    2. Things to do in Oak Bluffs/
    3. Water Activities/
    4. Boat Rentals/
    5. 24-Hour Kayak Rental
    Why travelers choose Greetwell
    Curated by our team

    Every experience is selected and approved for quality and safety

    Personal concierge

    Real humans available to help before, during, and after your booking

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else

    Easy booking

    Reserve in minutes with flexible cancellation on most experiences

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Gallery image
    Gallery image 2
    Gallery image 3
    Gallery image 4

    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

    Search all experiences

    Discover what we've curated for you

    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

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

    What should I bring with me?
    Bring a reusable water bottle and sunscreen. Suggested items include sunglasses, a hat, and (optionally) a camera, towel, water booties, and a bathing suit.

    What is the exact pickup address for the flagship location?
    Edgartown Oak Bluffs Road, Little Bridge, State Beach, Oak Bluffs MA 02557.

    Can I bring a small child or a dog on the kayak?
    Single sit-on-top kayaks have a jump seat in the bow for a non-paddling rider ages 5 and under or a dog.

    How many paddlers can be in a tandem sit-on-top kayak?
    Only two paddlers per kayak; children who wish to paddle should have their own seat.

    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?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    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

    Nearby activities

    Thumbnail

    Martha's Vineyard Kayak Rentals: 4 to 7 Days

    From$213
    Thumbnail

    Daily Bike Rental Pickup in Oak Bluffs

    From$32
    Thumbnail

    Weekly Bike Rental

    From$667/ bike
    Thumbnail

    Daily Bike Rental Delivery

    From$111
    Thumbnail

    Daily Bike Rentals on Martha's Vineyard

    From$78
    Thumbnail

    Martha's Vineyard Island Tour & Menemsha Feast

    From$609