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Self-Captain
Explore Holmes Beach and Anna Maria Island the way locals do—relaxed cruising, dolphin sightings, and unforgettable time on the water. This 2021 Bennington pontoon is clean, comfortable, and easy to operate, making it perfect for families, groups, and first-time boaters. WHY GUEST LOVE THIS BOAT - Seats up to 12 passengers comfortably - Smooth, quiet 115HP engine – easy cruising - Wide open deck with plush seating - Swim ladder for sandbars & shallow water stops - Professionally maintained & safety-checked PERFECT FOR - Sandbar hopping - Dolphin watching - Family days on the water - Celebrations & relaxing cruises - Sunset and sightseeing trips LOCAL ADVANTAGE You’ll launch from Kingfish Boat Ramp, giving you quick access to: - Anna Maria Island waterways - Calm bays & sandbars - Popular dolphin routes We provide a full safety briefing, local route recommendations, and respond quickly to messages. If you have questions or want help planning your day, just reach out—I’m happy to help! Commercial Insured, USCG Compliant. ------------------------------------------------------------------------------------ CAPTAINS AVAILABLE (WEEKENDS ONLY) Ask for detail list of captains to choose from. ------------------------------------------------------------------------------------ 🎁 FREE ADD-ONS Every rental comes with complimentary gear to make your day on the water unforgettable: - Snorkeling gear 🐠 - Giant floating mat 🌊 - Inflatable tubes 🎈 - Beach chairs 🏖️ - Yeti coolers 🧊 (available on request) Because with a premium boat rental in Holmes Beach, it’s the little extras that make big memories. ------------------------------------------------------------------------------------
Jeffrey
91 total bookings
- Capacity
- 12 guests
- Powerboats, Pontoons, & RIBs
- Pontoon
Reviews
(40 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
26 photos have been added by reviewers who booked this listing.
Carolina
This was a great experience from beginning to end!! I would definitely book again and I recommend 100%. No complains 🥰
LL
Lori
Jeffrey was amazing—super responsive, kind, and patient. The boat was really nice and made our time on the water even better. Highly recommend renting from him!
CB
Carlos
Jeffrey's boat was an amazing experience. A definite highlight of our vacation in LongBoat Key.
JB
Jessica
What a great experience. Clear communication leading up to it, then a fantastic day on the boat with activities galore. This was an incredibly special day for our family that we will never forget. Thank you!
VP
Victor
Excellent experience!!! I recommend it to everyone. Extremely fast service, a top-quality boat, and an attentive and professional captain. My family had a great time, and we enjoyed three beaches in one day. It was incredible, and we will definitely use this company again!
Jeffrey
91 total bookings
Being on the water is where I feel most alive—the freedom, excitement, and tranquility make every moment unforgettable. I love boat and jet ski rentals because they allow others to experience that same thrill, whether it’s an adrenaline rush or a peaceful cruise. Running boat tours gives me the chance to showcase the beauty of the ocean, from dolphin encounters to breathtaking sunsets, while creating lasting memories for my guests. Fishing is my passion—it’s the perfect balance of patience, skill, and reward. I enjoy the chase, the catch, and the satisfaction of helping others experience the excitement of reeling in their first big fish. Whether it’s guiding a tour, setting up a rental, or casting a line, I find joy in sharing my love for the water. Helping people connect with the ocean, explore new adventures, and create unforgettable moments is what makes this lifestyle so rewarding. 🌊🚤🎣
Features & Details
- Bennington
- 22 SX SWINGBACK 22 SXSB
- Capacity: 12 people max
Safety Equipment
Life Jackets (1)
Operating Equipment
GPS ChartPlotter
Guest Amenities
BBQ
Sun Protection
Leisure & Entertainment Equipment
Bluetooth
Sound System
Accessories
Fish Finder
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
752 Manatee Avenue
Holmes Beach, Florida, 34217
United States
Departure Location
Cancellation Policy
Free cancellation up to 2 days before your trip.
Additional Terms & Information
WEATHER: • Cancelation may accrue do to weather conditions. Such as high winds (15mph+), and Rain. WHERE NOT TO TAKE THE BOAT: • Boat may not be taken out into open waters (In this case the gulf). This includes riding alongside of the coast. PAPERWORK: • All paper work MUST be filled out completely before boat can be taken out. This includes Rental agreement, Florida participate work sheet, and BUOY Renters Insurance (I highly suggest that everyone accept the terms of the insurance. $60-$80 additional. It sure beats thousands of dollars in damages and potential medical expenses. GAS: • Gas is not included. Boat must be filled before returning the boat to owner. Please keep receipt and provide to owner at the end of the trip. If boat is returned without fully filling up boat, an addition $25 will be tacked onto gas reimbursement.
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