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    5. Captained Tritoon Cruise in Anna Maria Island
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    Captained Tritoon Cruise in Anna Maria Island

    Cruise Anna Maria Island by captained tritoon with room for up to 6

    5.0 stars• 123 reviews
    From$399incl. taxes and fees

    Duration

    Two Hour Tour

    Ideal For

    Up to 6 people

    Includes

    Licensed captain, Safety gear

    Highlights

    Relax on a captained Sun Tracker 22’ tritoon as you cruise Anna Maria Island and nearby waters. Enjoy a stable ride for sightseeing, swimming, sandbars, and sunset cruising—no boating experience required.

    • Cruise the Intracoastal and surrounding waters with a licensed local captain
    • Explore sandbars, sightseeing routes, and sunset cruise options
    • Swim and relax with spacious seating and a stable triple-pontoon ride
    • Connect your playlist with Bluetooth stereo and onboard speakers
    • Bring drinks and snacks and use the built-in ice chest

    What's Included

    • Licensed local captain
    • Bluetooth stereo
    • Fusion stereo with JL Audio speakers
    • Garmin GPS
    • Bimini top
    • Required safety equipment
    • Built-in ice chest

    Things to know

    Arrive 15 minutes early for check-in; late arrivals may be charged ($25–$100 depending on how late). A renter agreement form, waiver, and boater safety course are required prior to arrival.

    Cancellation Policy

    Full refund with 48 hours notice. Within 48 hours, a $200 cancellation fee applies. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    FAQs

    Complete the renter agreement form, the waiver and release of liability agreement, and the boater safety course before you arrive.

    Arrive 15 minutes early for check-in. You get a 15-minute grace period; late arrivals may be charged: 15 minutes ($25), 30 minutes ($50), 45 minutes ($75), or 60 minutes ($100).

    Bring sunscreen, a bathing suit, towels, plenty of water or drinks, snacks, a waterproof case, fishing gear, and a fishing license.

    Meeting details

    752 Manatee Ave Holmes Beach, Fl 34217

    Experience provided by Compass Boat Rentals
    Experience provided by Compass Boat Rentals

    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 #72RKP8

    Two Hour Tour

    $399

    0

    Three Hour Tour

    $513

    0

    Four Hour Tour

    $627

    0

    Five Hour Tour

    $741

    0

    Six Hour Tour

    $855

    0

    Seven Hour Tour

    $969

    0

    Eight Hour Tour

    $1,083

    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
    123 reviews•Google Maps

    John stands out as the kind of boat rental owner who makes everything ridiculously easy. Reviewers consistently praise how he has boats fueled, ready, and waiting at the dock before customers even arrive. His local knowledge about where to explore around the Manatee River, Anna Maria Island, and Egmont Key proves invaluable for visitors. Several people mention he saved their vacation after other companies fell through, and many are already planning to make him their go-to for future trips. The boats themselves get stellar marks for being clean, well-maintained, and equipped with modern amenities like Bluetooth sound systems and Garmin navigation. The delivery and pickup service to your dock is a huge convenience factor that multiple families appreciated. People love the multi-day rental options and pet-friendly policy. From birthday celebrations to casual family outings, customers describe smooth, stress-free experiences from start to finish. The combination of competitive rates, pristine boats, and John's attentive service has clearly created plenty of repeat customers.

    What people are saying

    Review 1 of 4
    5/5

    Hands down the best addition to your vacation to see the water,islands and restaurants. Very reasonable and fun for the entire family. The GPS is so easy to navigate the boat. Great family owned and ran company- John was great to rent from we will be back!!

    Photo of Michael Bertolone

    Michael Bertolone

    March 28, 2026

    Review 1 of 1
    5/5

    Hands down the best addition to your vacation to see the water,islands and restaurants. Very reasonable and fun for the entire family. The GPS is so easy to navigate the boat. Great family owned and ran company- John was great to rent from we will be back!!

    Photo of Michael Bertolone

    Michael Bertolone

    March 28, 2026

    Great for groups

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