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    1. Local experiences
    2. /Things to do in Siesta Key…
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    5. /Siesta Key 27' Pontoon Boat Rental
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    Siesta Key 27' Pontoon Boat Rental

    Cruise Sarasota Bay and the Intracoastal on a roomy pontoon

    4.8 stars• 1.2K reviews

    Duration

    4 hours

    Ideal For

    Up to 14 people

    Includes

    Bimini top, cooler, safety gear

    Highlights

    Explore Sarasota Bay and Intracoastal waterways aboard a 27-foot Berkshire pontoon boat. Cruise past mangroves, sandbars, beaches, tropical trees, and flowers at your own pace.

    • Navigate Sarasota Bay and Intracoastal waterways for cruising or fishing
    • Relax beneath the bimini top with comfortable seating and space to move around
    • Bring pets onboard for your time on the water
    • Capture possible dolphin and manatee sightings with your phone or camera

    What's Included

    • Bimini top
    • Coast Guard equipment
    • Nautical charts
    • Storage compartments
    • Cooler

    Important details

    • Ages 26+ only to rent
    • Requires at least two years of experience operating a similar boat within 10 feet of this vessel's size
    • Requires no marine losses in the past 10 years, no violations or suspensions in the past 5 years, and no criminal convictions or no-contest pleas
    • Renters born after January 1, 1988 require a boater's license by law
    • Bring a valid driver's license or passport for check-in
    • All passengers must sign a release waiver
    • Stay within the Intracoastal and Sarasota Bay; Gulf of Mexico travel is not permitted
    • Travel no farther north than the south end of Longboat Key or south than the Venice Jetties
    • The renter is responsible for property damage and liable for injuries to themselves and passengers
    • Use onsite parking or free valet at Daiquiri Deck Restaurant; do not park in the paid lot next to CB's
    Split the cost with your group

    This booking is for the whole experience, which fits up to 14 guests.

    From$36per person
    Split with

    Cancellation Policy

    Full refund with at least 48 hours' notice. Full refund if the operator cancels due to weather. No-shows are charged the full price.

    Product ID: WABBUA

    FAQs

    Use the onsite parking spots or the free valet at Daiquiri Deck Restaurant. Do not park in the paid lot next to CB's.

    Bring a fishing hat, sunscreen, polarized sunglasses, and boat shoes or sneakers with light-colored soles. You may also want to bring a phone or camera.

    Meeting details

    CB's Saltwater Outfitters, 1249 Stickney Point Rd., Siesta Key, FL 34242

    Experience provided by CB's Saltwater Outfitters

    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

    Half Day Rental

    $507.37

    This boat fits up to 14 guests · 4 hours

    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

    What people are saying

    Review 1 of 3
    5/5

    ETHAN was amazing and helped spool my new extra heavy rod. I hope i can catch some bluegill on it!

    Photo of Harrison Kennedy

    Harrison Kennedy

    August 23, 2026

    Review 1 of 1
    5/5

    ETHAN was amazing and helped spool my new extra heavy rod. I hope i can catch some bluegill on it!

    Photo of Harrison Kennedy

    Harrison Kennedy

    August 23, 2026

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