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    1. Local experiences/
    2. Longboat Key, FL/
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    5. Coastal Island Kayak Tour on Longboat Key

    The very best experiences curated by local experts

    Best local prices
    Flexible cancellations
    Private & secure
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    Coastal Island Kayak Tour on Longboat Key

    Paddle crystal-clear bays to spot dolphins and manatees with expert naturalist guides

    From$65

    Duration

    3 hrs

    Includes

    Guide, Kayak and gear, Dry bag

    Highlights

    Glide through the clear waters between Anna Maria Island and Longboat Key on a guided kayak adventure. Learn from naturalist guides while watching for dolphins, manatees, and seabirds.

    1. Navigate calm coastal passages
    2. Spot dolphins, manatees, and seabirds
    3. Relax on a sandbar or beach break
    4. Receive a beginner-friendly paddling lesson
    5. Use provided dry bags and high-quality gear

    What's Included

    1. Professional guide
    2. Paddling equipment
    3. Dry storage for personal items
    4. Basic paddling lesson

    Things to know

    Single kayaks are recommended for ages 12 and up. Middle seat in a triple kayak must be occupied by someone under 50 lbs.

    Cancellation policy

    Cancel at least 24 hours before your scheduled activity for a full refund. Operator cancellations due to weather or unforeseen circumstances receive a full refund. No-shows are charged in full.

    Meeting location

    522 Cedar Street, Longboat Key, FL

    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 #XZ34N8

    Single Kayak

    $65

    one paddler

    0

    Tandem Kayak

    $130

    two paddlers

    0

    Triple Kayak

    $130

    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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