boat

🚤 Bennington 2XL Pontoon | Cruise Anna Maria Island Like a Local

5.0
(26 bookings)
22 ft
Boat length
Up to 12
Passengers
No captain
The renter can operate the boat
99%
Owner’s response rate

The boat

Slow mornings, calm water, dolphins cruising alongside the boat, and nowhere to be but exactly where you are. Our 2021 Bennington 2XL pontoon is built for relaxed, comfortable cruising through the beautiful waters of Holmes Beach and Anna Maria Island — the kind of day you’ll be talking about long after you return to the dock.

Bennington is known for premium comfort and smooth performance, and this boat delivers. It’s clean, spacious, and incredibly easy to operate, making it a favorite for families, groups, and first-time boaters looking for a stress-free, high-quality experience.

⭐ Why Guests Love This Boat

• Seats up to 12 passengers comfortably
• Smooth, quiet 115HP engine — perfect for sightseeing & cruising
• Wide-open deck with plush, lounge-style seating
• Swim ladder for sandbars & shallow-water stops
• Professionally maintained, commercial insured & USCG compliant

🌴 Perfect For

Sandbar hopping • Dolphin watching • Family days on the water
Relaxing cruises • Celebrations & special moments
Sunset and sightseeing trips (locals’ favorite time on the water)

🧭 Local Launch Advantage

You’ll launch from Kingfish Boat Ramp, giving you immediate access to calm bays, top dolphin routes, and the area’s most popular sandbars. Before departure, you’ll receive a full safety briefing plus local route recommendations so you can spend more time enjoying and less time guessing.

🎁 FREE PREMIUM ADD-ONS (Included)

Snorkeling gear 🐠 • Giant floating mat 🌊
Inflatable tubes 🎈 • Beach chairs 🏖️
Yeti coolers 🧊 (available upon request)

Weekend captains available — ask for details.

This Bennington books quickly during peak and sunset hours. Reserve your date now and experience Anna Maria Island the way it’s meant to be seen — from the water.
Read more
Jeffrey
Owned by
Jeffrey
5.0
(14 ratings)

Amenities

Stereo
Floating mat
Inflatable toys
Swim ladder
Children's life jackets
Snorkeling gear
Anchor
Depth finder
GPS
VHF Radio

Specifications

Year
2021
Length
22 ft.
Make
BENNINGTON MARINE
Model
22 SLX
Capacity
12
See all
/ (excl. fees)
Date
Duration
Start time

Terms
  • Fuel is included.
  • Security deposit: $0.
  • Cancellation policy:
  • Charter type: Bareboat

Ratings & reviews

5.0
(0 rating)

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
Jeffrey
Jeffrey
TOP OWNER
5.0
(14 bookings)
Hi, I’m Jeff—founder of Little Philly Sea Adventures and a guy who’s never too far from saltwater and sunshine. The ocean isn’t just my backyard—it’s my peace, my passion, and the place where life feels most alive. There’s something about the open water that brings people together, whether it’s families bonding over dolphins and donuts, friends exploring hidden sandbars, or solo adventurers soaking in the magic of a sunset cruise. Family is at the heart of everything I do. I’m lucky to share this dream with the people I love—my wife, my daughters, and even our boat-loving dog, Ocean (Head of Security, of course). Every trip we run is a chance to help others create the kinds of memories we treasure ourselves. And that’s what I love most—meeting new people every single day. Every handshake, every laugh, every story shared onboard becomes part of this growing family we’ve built on the water. Whether you’re visiting Anna Maria Island for the first time or a local looking for your next adventure, I’m here to make sure your time on the water is unforgettable. Come as strangers, leave as friends.
See profile
  • Response rate: 99%
  • Avg. response time: < 2 hours

Things to know

Allowed on boat

pets
swimming
alcohol
kids under 12
fishing
shoes
red wine

  • Free cancellations until 24 hours before the booking start time.
  • Cancellations within 24 hours of the booking start time are non-refundable.
See policy

This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.


A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

Learn more

If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.