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    1. Local experiences
    2. /Things to do in Longboat Key…
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    4. /Kayaking Tours
    5. /Private Sunset Kayak Tour in Anna Maria Island
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    Private Sunset Kayak Tour in Anna Maria Island

    Paddle with a dedicated guide as the Florida Gulf Coast sun sets

    5.0 stars• 658 reviews

    Duration

    2.5 hrs

    Ideal For

    Up to 10 people

    Includes

    Guide, equipment, dry storage

    Highlights

    Explore Sarasota Bay on a private guided paddle designed around your group’s interests. Watch the sunset from the water while your guide sets a personalized pace.

    • Customize your outing for wildlife photography, romance, team building, or learning
    • Paddle independently in a single kayak or partner up in a tandem
    • Look for coastal wildlife with guidance that respects natural behaviors
    • Stretch out at a sandbar or beach stop
    • Add optional photo packages, cold towels, sparkling drinks, or bottled water

    Itinerary

    We will paddle about 3 miles at a relaxed pace over 2.5 hours, visiting coastal mangroves and a beautiful sandbar or beach to stretch our legs. As the sun fades during the last bit of our tour, kayak night lights will allow paddlers to view the incredible underwater world. We'll paddle at your pace and you'll see that it's pretty relaxed. We're trained naturalists, natives to the island, wilderness first aid certified, and certified paddling instructors.

    What's Included

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

    Important details

    • Ages 12+ only
    • Private-tour availability requires up to 24 hours for confirmation

    Cancellation Policy

    Free cancellation up to 24 hours before your scheduled activity for a full refund. No-shows are charged the full price. Full refund if the operator cancels due to weather or other unforeseen circumstances.

    Product ID: YWH25X

    FAQs

    Adults and children ages 12+ at any experience level are welcome. First-time paddlers can join, and you get a basic paddling lesson and safety equipment.

    You paddle about 3 miles at a relaxed pace over 2.5 hours.

    Bring water (and snacks if you’d like), wear appropriate clothing for the season, and pack sun protection like sunscreen, sunglasses, and a hat.

    Meeting details

    522 Cedar Street, Longboat Key, FL

    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 1-877-GREET-WELL

    Report an issue

    Private Tour

    $734.50

    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
    658 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 4
    5/5

    Shane made our outing easy and gave lots of tips for our route for the day. They provided dry boxes and bags for our items to keep in the kayaks and everything went smooth. Lots of fun!

    Photo of Aaron Croxton

    Aaron Croxton

    August 28, 2026

    Review 1 of 1
    5/5

    Shane made our outing easy and gave lots of tips for our route for the day. They provided dry boxes and bags for our items to keep in the kayaks and everything went smooth. Lots of fun!

    Photo of Aaron Croxton

    Aaron Croxton

    August 28, 2026

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