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    1. Local experiences/
    2. Things to do in Longboat Key…/
    3. Water Activities/
    4. Paddleboarding/
    5. Kayak & Paddleboard Rental on Longboat Key
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    Kayak & Paddleboard Rental on Longboat Key

    Rent a kayak or paddleboard for 4 hours with gear, route map, and lesson

    5.0 stars• 637 reviews
    From$62/ kayakincl. taxes and fees

    Duration

    Half-day (4 hrs)

    Includes

    Paddle, life vest, map

    Highlights

    Launch from Bayfront Park on Longboat Key and explore at your own pace on a half-day kayak or paddleboard rental. Get outfitted on-site with a basic lesson and a map of popular paddling routes.

    • Choose a single, tandem, triple, fishing kayak, or paddleboard rental
    • Explore mangrove islands near Bayfront Park on your own schedule
    • Bring your rod and reel and head out on a fishing kayak
    • Use the provided map to follow popular paddling routes
    • Store small personal items in the provided dry storage

    What's Included

    • Kayak or paddleboard rental (4 hours)
    • Paddle
    • U.S. Coast Guard Approved life vest
    • Map of paddling routes
    • Dry storage container or dry bag
    • Basic paddling lesson

    Things to know

    Single kayaks are recommended for individuals at least 12 years old. The middle seat on the triple kayak must be under 50 pounds.

    Cancellation Policy

    Full refund if the operator cancels due to weather or other unforeseen circumstances. Cancel at least 24 hours before your scheduled activity for a full refund. No-shows will be charged the full price.

    FAQs

    Make a reservation for all kayak and paddleboard rentals. Reservations are accepted up to 12 hours before your scheduled launch time.

    Bring water (and snacks if you’d like) and sun protection (sunscreen, sunglasses, hat). Dress to get wet in season-appropriate clothing, arrive well-hydrated, and wear shoes you don’t mind getting wet (flip flops or barefoot work).

    Yes. You’ll get dry storage for personal items, and dry bags are provided for phones, cameras, and similar items.

    Meeting details

    4052 Gulf of Mexico Dr, Longboat Key, FL 34228

    Experience provided by Happy Paddler Kayak Tours & Ecoventures
    Experience provided by Happy Paddler Kayak Tours & Ecoventures

    Related locations

    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

    Report an issue

    Reference #3GJGFN

    Paddleboard

    $62.15

    0

    Single Kayak

    $50.85

    one paddler

    0

    Tandem Kayak

    $73.45

    two paddlers

    0

    Triple Kayak

    $73.45

    Middle seat passenger must be under 50 pounds

    0

    Fishing Kayak

    $73.45

    Priced per rental

    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

    5.0
    Excellent
    637 reviews•Google Maps
    628
    7
    2
    0
    0

    With a flawless reputation among recent visitors, this kayaking operation clearly knows what they're doing. Guides like Jeff, Nick, and Shane consistently earn praise for being knowledgeable, funny, and genuinely engaging. People love how the guides share expertise about local birds, marine life, and the mangrove ecosystem while keeping the vibe relaxed and fun. The tours take you through stunning mangrove tunnels and out to beautiful sandbars and beaches, with frequent dolphin sightings and occasional manatee encounters making the experience memorable. Equipment quality stands out as a major plus—multiple reviewers specifically mention how well-maintained the kayaks are compared to other rental operations. The staff handles logistics smoothly, from clear instructions to flexible rescheduling when weather doesn't cooperate. Families particularly appreciate the kid-friendly approach. This is the kind of place where people become repeat customers, often making it an annual tradition when visiting Longboat Key.

    What people are saying

    Review 1 of 5
    5/5

    Alan was the best! Patient, accommodating and did not rush us, and even shared some history of the area. I would 100% recommend Happy Paddler for your Kayak tour.

    Photo of Pam Walrath

    Pam Walrath

    May 17, 2026

    Review 1 of 1
    5/5

    Alan was the best! Patient, accommodating and did not rush us, and even shared some history of the area. I would 100% recommend Happy Paddler for your Kayak tour.

    Photo of Pam Walrath

    Pam Walrath

    May 17, 2026

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