Pontoon Boat Rental with Captain

Ride in style and blend in with the locals on one of our captained pontoon boats! Comes with a captain to drive the boat for you and take you to all Destin's best kept secret spots. For large groups, check out our private charters, the Crab Island Shuttle Boat or the Crab Island Adventure Tour, all offering captained excursions to Crab Island.

two double decker pontoon boats on crab island next to two ladies relaxing on floating lily pad water mats
man sliding off a double decker pontoon on crab island in destin florida
boats anchored at crab island on a sunny summer day
double decker anchored at crab island
family waving at the camera from a double decker boat on crab island
boy standing on a floating mat next to a double decker boat at crab island
$495+
Captained Double Decker Pontoon with 2 Waterslides
Seats 13 + Captain | Perfect for Bachelorettes & Birthdays!
PICKUP LOCATION
Destin
tiki boat with girls around the bar floating at crab island
tiki boat on the beach in destin fl
tiki boat in destin florida
girls on a tiki boat
$395+
Tiki Boat Crab Island Cruise with Captain
Seats 10 People + Captain | Tiki's can be booked for a half-day, full-day, or sunset cruise - perfect for Bachelorettes!
PICKUP LOCATION
Destin
pontoon boat in destin fl
captains chair of a 2024 trifecta pontoon boat in destin florida
front seating on a trifecta pontoon boat
$450+
Destin Pontoon Boat with Captain
Seats 12 + Captain | Call to Book | Options for Larger Groups
PICKUP LOCATION
Destin
pontoon boat with slide and trampoline floating in destin florida
family hanging out on a double decker pontoon with a slide and trampoline
arial view of a double decker boat with a slide and trampoline at crab island
arial view of a double decker pontoon boat at crab island with family playing in the water
$695+
Captained Luxury Double Decker with Slide & Trampoline
Seats 11 + Captain | Perfect for Bachelorettes!
PICKUP LOCATION
Destin

Captained Double-Decker with 2 Waterslides

LENGTH & CAPACITY:

24ft (seats 13 people + Captain)

 

Features:

Enjoy a day out on the emerald waters of Destin, FL on a captained double-decker with two waterslides, a premium Bluetooth speaker system, and luxury lounge seating in both the sun and shade! With room for 13 people, this captained outing is perfect for Bachelorettes, birthday parties, girls' trips, or groups of any kind. Parking is free and our location is a 10-15 minute boat ride from Crab Island. 

 

Cancellation Policy:

Full refund if canceled 24 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

 

Rental Rates:

  • Spring: May 1st - May 15th:
    • $495 + $200 Operator fee (Half Day)
    • $695 + $400 Operator Fee (Full Day)
  • Season: May 16th - August 15th:
    • $695 + $200 Operator Fee (Half Day
    • $895 + $400 Operator Fee (Full Day)
  • Fall: August 16th - October 31st:
    • $495 + $200 Operator fee (Half Day)
    • $695 + $400 Operator Fee (Full Day)

*The Operator Fee must be paid separately in cash, credit card, or Venmo to the Operator at the time of arrival.

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Double Deckers with Lily pads

Captained Tiki Boat Crab Island Cruise

LENGTH & CAPACITY:

Custom Tiki Boat (seats 10 people + Captain)

 

Pickup Location:

390 Harbor Blvd. | Destin, FL 32541

 

Features:

Cruise the Destin Harbor and Crab Island on a Captained Tiki Boat! Our Tikis accommodate up to 10 people and can be booked for a 4-hour half day, 8-hour full day, or a beautiful 2-hour sunset cruise. Bring your own drinks and embark on a tropical excursion that is guaranteed to be the best day of your vacation! Tiki Boat Cruises are perfect for bachelorette parties, family adventures, or just a relaxing day on the water.

 

Cancellation Policy:

Full refund if canceled 48 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

 

Rental Rates:

  • March 1st - October 31st: 
    • $395 + $150 Skipper Fee (Half-Day)
    • $695 + $300 Skipper Fee (Full-Day)
    • $325 + $125 Skipper Fee (2hr Sunset Cruise)

*The Skipper Fee must be paid separately in cash to the Skipper at the time of arrival.

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girls around the bar of a floating crab island tiki boat in destin florida

Destin Pontoon with a Captain

LENGTH & CAPACITY:

24ft Pontoon Boat (seats 12 people + Captain)

 

Pickup Location:

316 Harbor Blvd. | Destin, FL 32541

 

Features:

This captained pontoon boat is just the ticket for your family! On board, you will cruise around Choctawatchee Bay on your way to the Gulf as you scan the clear Destin waters for local marine life. Your skipper will take time to visit Crab Island so you can experience the island life just as the locals do. You are welcome to bring your own cooler stocked with drinks and food. 

 

Cancellation Policy:

Full refund if canceled 48 hours prior to start time.

 

Rental Rates:

  • Spring: March 1st - May 12th:
    • $250 + $200 Captain Fee (Half Day)
    • $400 + $400 Captain Fee (Full Day)
  • Season: May 13th - August 31st:
    • $400 + $200 Captain Fee (Half Day)
    • $600 + $400 Captain Fee (Full Day)
  • Fall: Sept. 1st - Oct. 31st:
    • $250 + $200 Captain Fee (Half Day)
    • $400 + $400 Captain Fee (Full Day)

*Excludes Holiday Pricing

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Call to Book
pontoon boat sitting in the water in destin fl

Captained Luxury Double Decker with Slide & Trampoline

LENGTH & CAPACITY:

25ft (seats 11 people + Captain)

Click here for larger groups

 

Pickup Location:

316 Harbor Blvd. | Destin, FL 32541

 

Features:

Captained double-decker with premium stereo system, slide, trampoline, and luxury seating on both levels. A free paddleboard and floating "water couch" are also included for free. This captained outing is perfect for Bachelorettes, girls trips, or families not wanting to drive. Departs from the Destin Harbor – 10 minutes from Crab Island. The Captain fee is included in the price.

 

Cancellation Policy:

Full refund if canceled 7 days prior to start time (click "Book Now" to read full cancellation policy at checkout).

 

Rental Rates:

  • Spring: May 1st - May 12th:
    • $495 + $200 Captain's fee (Half Day)
    • $695 + $400 Captain's Fee (Full Day)
  • Season: May 13th - September 9th:
    • $695 + $200 Captain's Fee (Half Day
    • $1,295 + $400 Captain's Fee (Full Day)
  • Fall: September 10th - October 31st:
    • $495 + $200 Captain's fee (Half Day)
    • $695 + $400 Captain's Fee (Full Day)

 

Rental Includes:

  • Captain to drive the boat
  • Life Jackets (infant/child vests too!)
  • Fuel
  • Swim ladder
  • Water slide
  • Trampoline
  • Cooler (bring your own ice, drinks, food, etc)
  • Paddle Board
  • Lilly pad (floatie mat) & water couch
  • USCG required safety gear
  • Anchor
  • Public parking available.
  • Bluetooth stereo.

Rental Period:

Half day rental is 4 hours (10am-2pm or 2pm-6pm), full day is 8 hours (10am-6pm). The rental period starts at the time of reservation, not at the time of arrival. Please arrive 30 minutes prior to departure to complete check-in paperwork and meet your captain. Boat departs from Destin Harbor.

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man jumping off the trampoline of a double decker pontoon with slide

Additional Information:

Pontoon Boat Rentals / Charters with a Captain: Due to bareboat charter regulations, the captain’s portion of the rental fee's listed above must be paid separately in cash, credit card, or venmo to the captain on arrival. You will receive your charterer (lessee) agreement and waiver with your booking confirmation. Don't worry - everything you need to know will be provided in your confirmation email! 

arial view of crab island in destin florida
testimonial-bg
star

We have ALWAYS had a great time on their pontoon boats. We rent one every year to go fishing in the bay. Great staff and very friendly! We will always be returning customers..!!

-Regina Smith
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“Thank you for helping make our sunset cruise/vow renewal perfect! Our captain was accommodating, friendly, and just wonderful. Pastor Eric did a beautiful ceremony. I really appreciate all your help in making our 20th anniversary extra special!”

-Trish Badgett
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“We rented a pontoon boat during our 2011 vacation. We had a blast! The boat was very nice. It was the best part of our vacation!"

-Chuck Peters
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“This was the best way to spend my bachelorette party and could not have asked for better service. Thank y’all from the Texas chicks!”

-Kimberly Whittlesey
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“Had a great time at Crab Island, looking for dolphins, and winding up the evening watching the fireworks show! Thanks DVBR!

-Julie Allwhite
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“We had an awesome time on a jet ski and a pontoon last week that my family rented from you all it was one of the many highlights of our vacation and probably number one for my 2 1/2 year old little boy.”

-Jeremy Carson
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“Superior service, fantastic boats, and super nice guys. This is how it should be done. We will be back!”

-Greg Alsobrook
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“Gotta love…snorkeling at Crab Island…We had a wonderful time!! Thank you for the lovely service. We will be back next July 4th ).”

-Kristin Buffington
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The 19′ Cobia we rented was an excellent boat. It was well maintained and had all the options a fishing boat should have. We were especially pleased with the service and professionalism of the staff, who really made us feel like their utmost goal was for us to have an enjoyable experience and we did.

-Bill Mazur
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