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    1. Local experiences/
    2. Longboat Key, FL/
    3. Water Activities/
    4. Boat Rentals/
    5. Bayfront Park Kayak and Paddleboard Rentals

    The very best experiences curated by local experts

    Best local prices
    Flexible cancellations
    Private & secure
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    Bayfront Park Kayak and Paddleboard Rentals

    Explore Longboat Key’s mangrove islands at your own pace with fully equipped half-day rentals

    From$55/ rental

    Duration

    4 hrs

    Includes

    Kayak/Paddleboard, Gear, Map

    Highlights

    Chart your own course among Longboat Key’s mangrove islands with a fully outfitted kayak or paddleboard rental. Spend four relaxed hours spotting wildlife, fishing, or simply enjoying calm coastal waters.

    1. Glide through shaded mangrove tunnels
    2. Spot manatees, dolphins and coastal birds
    3. Choose single, tandem, triple or fishing kayaks
    4. Receive basic paddling lesson and area map
    5. Store valuables in provided dry storage

    What's Included

    1. Kayak or paddleboard
    2. Paddle, life vest and dry storage
    3. Map of popular routes and basic lesson

    Single kayaks are recommended for paddlers age 12 or older. The middle seat in a triple kayak is limited to passengers under 50 pounds.

    Cancellation policy

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

    Meeting location

    3970 Royal Rd, Longboat Key, FL 34228

    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 #3GJGFN

    Paddleboard

    $55

    0

    Single Kayak

    $45

    one paddler

    0

    Tandem Kayak

    $65

    two paddlers

    0

    Triple Kayak

    $65

    Middle seat passenger must be under 50 pounds

    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.

    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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