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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 with room for up to 14

    4.8 stars• 1.2K reviews

    Duration

    9 hrs

    Ideal For

    Up to 14 people

    Includes

    Boat, cooler, safety equipment

    Highlights

    Explore Sarasota Bay and Intracoastal waterways aboard a spacious 27-foot Berkshire pontoon boat. Cruise with friends or family, relax in the shade, and watch for dolphins and manatees.

    • Explore Sarasota Bay and Intracoastal waterways
    • Relax beneath the bimini top for shade
    • Bring your pet onboard
    • Store your gear in onboard compartments
    • Plan a fishing trip or a leisurely cruise

    What's Included

    • Bimini top
    • Coast Guard equipment and nautical charts
    • Storage compartments
    • Cooler

    Important details

    • Ages 26+ to rent
    • Requires at least two years of experience operating a similar vessel within 10 feet of this boat’s size
    • No marine losses in the past 10 years, violations or suspensions in the past 5 years, or criminal convictions or no-contest pleas
    • Bring a valid driver’s license at check-in
    • Renters born after January 1, 1988 require a boater’s license by law
    • All passengers must sign a release waiver
    • Navigation is limited to the Intracoastal and Sarasota Bay; Gulf of Mexico use is not permitted
    • Stay no farther north than the south end of Longboat Key or farther south than the Venice Jetties
    • Renters are responsible for property damage and liable for injuries to themselves and passengers
    Split the cost with your group

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

    From$48per person
    Split with

    Cancellation Policy

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

    Product ID: TVDWX9

    FAQs

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

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

    Renters born after January 1, 1988 need a boater's license. If you do not have one, you can take a free test using the link in your confirmation email.

    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

    Full Day Rental

    $676.87

    This boat fits up to 14 guests · 9 hrs

    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 5
    5/5

    This is a very professional outfit. Easy to book a pontoon boat online. They will valet park your car in the lot next door. We did the all day small pontoon and they were great with their explanations of where we could go. The store was packed and every employee was working hard to answer phones and help customers. They had everything you need for fishing, boating, and even adorable resort wear. We would rent from them again with no hesitation.

    Photo of Julie Altier

    Julie Altier

    July 20, 2026

    Review 1 of 1
    5/5

    This is a very professional outfit. Easy to book a pontoon boat online. They will valet park your car in the lot next door. We did the all day small pontoon and they were great with their explanations of where we could go. The store was packed and every employee was working hard to answer phones and help customers. They had everything you need for fishing, boating, and even adorable resort wear. We would rent from them again with no hesitation.

    Photo of Julie Altier

    Julie Altier

    July 20, 2026

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