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! ISLAND BEACHES, SUNSETS, AND MORE !

29' Bennington S

13 Guests + Captain
0 bedrooms · 0 bath · sleeps 0
5.0 ·  38 reviews
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Owned by Bayshore58 total bookings
Captain includedRenters can select from a list of Captains after booking.
Fuel includedLocal cruising fuel is included in the price.
Free weather cancellationReschedule for free or receive 100% refund for inclement weather.

This comfortable big Bennington pontoon is perfect to spend a wonderful day or sunset with family and friends. Reach the beauties of Naples Bay admire the luxury houses of Port Royal or the beautiful shell's of Keewaydin Island while dolphins play. Enjoy the ride and choose one licensed Captain to take care of your trip. Stop by CELEBRATION PARK (just across the dock!)  at the end of your adventure to eat, drink and listening to live music! 


Our marina features natural dock access that may be challenging for guests using wheelchairs, walkers, or with limited mobility. Please contact us with any questions before booking — we’re happy to help!

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Amenities

  • Noodles
  • Floating lounge chairs
  • Cooler
  • Bimini for shade
  • Bluetooth stereo
  • Moveable cup holders
  • Swim ladder
  • Life jackets + safety equipment
  • Ice + water

Booking options

Prices include all taxes & fees
3 Hours
$756.80
4 Hours
$977.32
5 Hours
$1,197.83
6 Hours
$1,418.35
7 Hours
$1,638.87
8 Hours
$1,666.57
9 Hours
$1,887.08
10 Hours
$2,107.60
Fuel is included

5.0 · 38 reviews

Rented in March 2026
Captain Lauren was excellent! Brought us around to the beach and was very conversational and knowledgeable about the area/ boating. 10/10 experience, would recommend!
IANOn board since January 2026
Rented in June 2025
We had an amazing time our captain was amazing and made the day a lot of fun!
TARAOn board since June 2025
Rented in March 2026
MackenzieOn board since March 2026
Rented in March 2026
GREGOn board since March 2026
Rented in March 2026
CAMILLEOn board since March 2026
Rented in March 2026
LAURAOn board since March 2026

Pickup Location

Naples, FL, United States
Exact location information is provided after a booking is confirmed.
Boarding
Arrive 15-20 minutes prior to departure.
Matching photo ID required at check in.
Renter is required to verify their identity prior to boarding.
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Security deposit
A hold 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.
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Cancellation policy
Free cancellation for inclement weather.
Service fee is non-refundable after payment is made. Free cancellations until 30 days prior to departure.
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From
Half Day (4hrs)