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Captain Optional
Guests describe relaxed cruising around Holmes Beach and Anna Maria Island with dolphin sightings, beach stops, and easy, low-stress fun on the water.
Reviewers highlight a clean, top-quality pontoon that feels comfortable for groups, with a smooth ride that makes exploring sandbars and beaches simple and enjoyable.
Renters consistently mention clear, fast communication and a kind, patient, professional host who keeps everything smooth from booking to return.
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AI Overview
Owner's Description
✅ FREE ADD-ONS INCLUDED Owners Base Prices: $375 (4 hours) • $460 (6 hours) • $545 (8 hours) *PLEASE NOTE: GetMyBoat collects applicable tax (7%) + their service fee (about 12%) at checkout. 🎁 FREE ADD-ONS (INCLUDED) - Snorkeling gear 🐠 - Giant floating mat 🌊 - Inflatable tubes 🎈 - Beach chairs 🏖️ - Yeti coolers 🧊 (available on request) - Fishing poles & tackle 🎣 (available on request) Because the little extras make the biggest memories. LOCAL ADVANTAGE (EASY LAUNCH) Launch from Kingfish Boat Ramp with quick access to Anna Maria Island waterways, calm bays & sandbars, and popular dolphin routes. You’ll get a full safety briefing + local route recommendations, and we respond fast if you have questions. Commercial insured & USCG compliant. CAPTAINS AVAILABLE Captains are available — ask and I’ll send the current list to choose from. (Captain is arranged/paid separately; average rate is ~$50/hr.) Explore Holmes Beach and Anna Maria Island the way locals do—easy cruising, dolphin sightings, sandbar stops, and an unforgettable day on the water. This 2021 Bennington pontoon is clean, comfortable, and easy to operate—perfect for families, groups, and first-time boaters. WHY GUESTS LOVE THIS BOAT - Seats up to 12 comfortably - 115HP smooth, quiet engine (great for easy cruising) - Wide open deck with plush seating - Swim ladder for sandbars & shallow-water stops - Professionally maintained, safety-checked, and ready to go PERFECT FOR - Sandbar hopping - Dolphin watching - Family days on the water - Celebrations & relaxing cruises - Sunset & sightseeing trips
Jeffrey
118 total bookings
- Capacity
- 12 guests
- Powerboats, Pontoons, & RIBs
- Pontoon
Reviews
(45 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
26 photos have been added by reviewers who booked this listing.
mB
michelle
It was a great experience. Jeffrey was very easy to work with and responded very quickly to my questions. The boat was clean and easy to use. We followed the channel towards Sarasota and found tons of conch, saw lots of dolphins and spent some good beach time the Green island. We had 8 children with us and the boat had plenty of room.
AV
Alex
Our experience with Jeff was absolutely amazing. He is very responsive, able to work with our group/requests, and so helpful on the day of! His employee was also great and super helpful the day of with getting us set up on the boat. I chose Jeff's boat because of just how kind he was over messages, but also the added activities to the boat. You can tell that Jeff truly cares about your experience on the water. When we are in Florida, will definitely rent from him again. I have rented boats several times, and my experience with Jeff was by far the best! Thank you again Jeff!
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.
Jeffrey
118 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
Inflatables (4)
Rods
Water Mat
Water Toys
Paddleboards
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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