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    5. Sunset Kayak Tour in Anna Maria Island
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    Sunset Kayak Tour in Anna Maria Island

    Paddle into a Florida Gulf Coast sunset with a guided kayak tour

    5.0 stars• 921 reviews
    From$84/ kayakincl. taxes and fees

    Duration

    2.5 hours

    Ideal For

    Up to 10 people

    Includes

    Guide, gear, kayak lights

    Highlights

    Explore Sarasota Bay at a relaxed pace and watch the sun go down from your kayak. Paddle about 3 miles, pause at a sandbar or beach, and continue with kayak lights as the sky fades.

    • Paddle about 3 miles at a relaxed pace with a guide
    • Visit coastal mangroves and a sandbar or beach
    • Watch the sunset from the water and enjoy a special drink
    • Use kayak night lights as daylight fades
    • Join a small group capped at 10 paddlers

    What's Included

    • Professional guide
    • All paddling equipment
    • Basic paddling lesson
    • Dry storage for personal items
    • Kayak lights

    Things to know

    Children must be 12+ to join. Meeting point is 522 Cedar Street, Longboat Key, FL.

    Cancellation Policy

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

    FAQs

    No. You get a brief paddling lesson before you start, and first-time paddlers are welcome.

    Dress to get wet in clothing that works for the season.

    Bring water (and snacks if you’d like) and sun protection like sunscreen, sunglasses, and a hat. Arrive well-hydrated.

    Meeting details

    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

    Report an issue

    Reference #GMZ9NE

    Single Kayak

    $84.75

    one paddler

    0

    Tandem Kayak

    $169.50

    two paddlers

    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
    921 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 3
    5/5

    Our guide was very knowledgeable and helpful navigating to the beach and back. We were able to see many birds and a dolphin!

    Photo of Amanda Meyer

    Amanda Meyer

    March 29, 2026

    Review 1 of 1
    5/5

    Our guide was very knowledgeable and helpful navigating to the beach and back. We were able to see many birds and a dolphin!

    Photo of Amanda Meyer

    Amanda Meyer

    March 29, 2026

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