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    1. Local experiences/
    2. Longboat Key, FL/
    3. Water Activities/
    4. Kayaking Tours/
    5. Longboat Pass Kayak And Paddleboard Rentals
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    Longboat Pass Kayak And Paddleboard Rentals

    Explore scenic waters with included gear, map, and lesson for a fun half-day adventure

    From$45

    Duration

    4 hrs

    Includes

    Paddling equipment, map, lesson

    Highlights

    Discover the beauty of Longboat Pass as you paddle through clear waters between Anna Maria Island and Longboat Key. Enjoy a half-day rental with all equipment and guidance provided for a relaxing and memorable outing.

    1. Choose from single, tandem, or fishing kayaks and paddleboards
    2. Receive a map of popular paddling routes for easy navigation
    3. Benefit from a basic paddling lesson before you set out
    4. Store your personal items in provided dry storage
    5. Access nearby restrooms, outdoor shower, and parking at the shop

    What's Included

    1. All paddling equipment
    2. Map of paddling routes
    3. Dry storage for personal items
    4. Basic paddling lesson

    Single kayaks are best for individuals at least 12 years old. Triple kayak middle seat passenger must be under 50 pounds. Dress to get wet and bring sun protection and water.

    Cancellation policy

    Guests may cancel at least 24 hours before the scheduled activity for a full refund. Operator cancellations due to weather or unforeseen circumstances receive a full refund or credit. No-shows are charged the full price.

    Meeting location

    Longboat Pass, Longboat Key, Florida

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

    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 #99ZWPC

    Single Kayak

    $45

    one paddler

    0

    Tandem Kayak

    $65

    two paddlers

    0

    Paddleboard

    $55

    0

    Triple Kayak

    $65

    Middle seat passenger must be under 50 pounds

    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

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    Discover what we've curated for you

    5.0 stars• 596 reviews

    Review summary

    5.0
    Excellent
    596 reviews•Google Maps

    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

    We had a fantastic time kayaking on a Happy Paddler guided tour! Don't hesitate - book your spot now (yes, really!) Our guide, Jeff was helpful, thoughtful, and funny. He also easily rebooked us when the weather wasn't in our favor. We saw a ton of birds and fish, and had the pleasure of watching a mother dolphin teaching her baby how to hunt. We made friends with cormorants and had a good time exploring the beach and sandbar. We didn't get lucky enough to see a manatee, but maybe next time, Longbay is beautiful - we'll be back!

    Photo of Allison Seyler

    Allison Seyler

    September 11, 2025

    Review 1 of 1
    5/5

    We had a fantastic time kayaking on a Happy Paddler guided tour! Don't hesitate - book your spot now (yes, really!) Our guide, Jeff was helpful, thoughtful, and funny. He also easily rebooked us when the weather wasn't in our favor. We saw a ton of birds and fish, and had the pleasure of watching a mother dolphin teaching her baby how to hunt. We made friends with cormorants and had a good time exploring the beach and sandbar. We didn't get lucky enough to see a manatee, but maybe next time, Longbay is beautiful - we'll be back!

    Photo of Allison Seyler

    Allison Seyler

    September 11, 2025

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