Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Why travelers choose Greetwell

Curated by our team

Every experience is hand selected and approved by Greetwell.

Personal concierge

Real humans available to help before, during, and after your booking.

Intimate & authentic

Including unique in-home experiences you won't find anywhere else.

Easy booking & cancellation

Reserve in minutes with free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Destinations
  • Categories
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Best results for

Boat Rentals in Freeport, FL

Showing 25-48 of 81 results
Private Crab Island Pontoon Charter from Santa Rosa Beach
Up to 13

Private Crab Island Pontoon Charter from Santa Rosa Beach

Cruise Choctawhatchee Bay and relax at Crab Island on a private luxury tritoon

4.9 • 245 reviews
$1,010
14 Person Double-Decker Pontoon Rental in Destin with Slide
Up to 14

14 Person Double-Decker Pontoon Rental in Destin with Slide

Cruise a spacious double‑decker with two waterslides for easy family fun

4.9 • 1.3K reviews
$559
Crab Island Pontoon Rental From Fort Walton Beach
Up to 10

Crab Island Pontoon Rental From Fort Walton Beach

A roomy pontoon day for Crab Island swimming and coastal cruising

4.9 • 238 reviews
$260/ boat
Pontoon Rental to Crab Island in Destin
Up to 10

Pontoon Rental to Crab Island in Destin

Cruise to Crab Island on an affordable pontoon rental

4.7 • 755 reviews
$608/ boat
20' Pontoon Boat Rental in Fort Walton Beach
10 to 12

20' Pontoon Boat Rental in Fort Walton Beach

Rent a 20 ft pontoon and cruise Choctawhatchee Bay with shade and storage

4.8 • 1K reviews
$264& up
Destin 12-Passenger Pontoon Boat Rental
Up to 12

Destin 12-Passenger Pontoon Boat Rental

Rent a 12-passenger pontoon with Bluetooth stereo, minutes from Crab Island

4.7 • 89 reviews
$381/ boat
Tiki Boat Cruise to Crab Island in Destin
Up to 10

Tiki Boat Cruise to Crab Island in Destin

Cruise to Crab Island on a 21’ tiki boat with room for up to 10

4.8 • 389 reviews
$460& up
Fort Walton Beach Double-Decker Pontoon Charter
Up to 11

Fort Walton Beach Double-Decker Pontoon Charter

Slide, relax, and cruise the bay with a captain at the helm

4.7 • 88 reviews
$1,035/ boat
Destin Double-Decker Pontoon Rental
Up to 12

Destin Double-Decker Pontoon Rental

Cruise Destin Harbor on a two-level pontoon with double water slides

4.9 • 5.3K reviews
$542/ boat
Tiki Party Boat Rental With Slide in Fort Walton Beach
Up to 14

Tiki Party Boat Rental With Slide in Fort Walton Beach

Cruise the Emerald Coast your way, from Crab Island to white-sand beaches

4.9 • 2.8K reviews
$593/ boat
24' Pontoon Rental in Fort Walton Beach
Up to 11

24' Pontoon Rental in Fort Walton Beach

Cruise Crab Island, Destin Harbor, and Emerald Coast beaches by pontoon

$901/ boat
Fort Walton Beach Pontoon Boat Rental to Crab Island
Up to 12

Fort Walton Beach Pontoon Boat Rental to Crab Island

Cruise from Okaloosa Island to Crab Island with shade, seating, and a Bluetooth stereo

4.9 • 1.3K reviews
$311/ boat
Double-Decker Pontoon Boat Rental in Santa Rosa Beach
Up to 12

Double-Decker Pontoon Boat Rental in Santa Rosa Beach

Explore Choctawhatchee Bay aboard a double-decker tritoon with room to relax and play

$990/ boat
Double-Decker Pontoon Rental with Waterslides in Destin
Up to 14

Double-Decker Pontoon Rental with Waterslides in Destin

Rent a 14-person double-decker pontoon with 2 waterslides, fuel included

4.9 • 1.3K reviews
$559
Fort Walton Beach Double-Decker Pontoon Rental
Up to 14

Fort Walton Beach Double-Decker Pontoon Rental

Cruise to Crab Island with two waterslides and space for up to 14

4.9 • 238 reviews
$509/ boat
Cruise Crab Island on a Double-Decker Pontoon Rental
Up to 12

Cruise Crab Island on a Double-Decker Pontoon Rental

Double-decker party barge with a water slide to Crab Island

4.7 • 755 reviews
$791& up
Self-Drive Tug Boat Rental in Fort Walton Beach
Up to 3

Self-Drive Tug Boat Rental in Fort Walton Beach

Take the helm of your own tug and make waterfront stops along the way

$237/ boat
Rent a 12-Passenger Pontoon Boat in Destin
Up to 12

Rent a 12-Passenger Pontoon Boat in Destin

Cruise to Crab Island with a 12-passenger pontoon and built-in Bluetooth stereo

4.7 • 89 reviews
$326/ boat
Pontoon Boat Rental in Destin
Up to 10

Pontoon Boat Rental in Destin

Captain your own pontoon and cruise Destin waters for 4 or 8 hours

4.8 • 389 reviews
$262& up
All-Day Single Kayak Rental at Cypress Springs

All-Day Single Kayak Rental at Cypress Springs

Paddle to a Florida cold spring accessible only by canoe, kayak, or paddleboard

$45/ kayak
25' Pontoon Boat Rental in Destin
Up to 12

25' Pontoon Boat Rental in Destin

Cruise Destin Harbor and explore Crab Island at your own pace

4.9 • 5.3K reviews
$452/ boat
Fort Walton Beach 25' Pontoon Rental Near Crab Island
Up to 12

Fort Walton Beach 25' Pontoon Rental Near Crab Island

Cruise, fish, or snorkel on a shaded pontoon near Crab Island

4.9 • 2.8K reviews
$305/ boat
22' Pontoon Boat Rental in Fort Walton Beach
Up to 10

22' Pontoon Boat Rental in Fort Walton Beach

Cruise the Emerald Coast at your own pace

$795/ boat
Crab Island 10-Passenger Pontoon Charter
Up to 10

Crab Island 10-Passenger Pontoon Charter

Cruise Crab Island with a captain handling the ride

4.9 • 1.3K reviews
$311/ boat
1234
Freeport Things To Do
Boat RentalsBoat Tours147Fishing Charters134Yacht Charters74Dolphin Watching25
More
  • Sunrise and Sunset Tours21
  • Sailing18
  • Car Rentals17
  • Helicopter Tours17
  • Private Fishing Charters16
  • Bike Rentals15
  • Jet Skiing11

Travel guides for Boat Rentals

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Snorkeling
11
  • Private Boat Charters10
  • Private Boat Tours7
  • Shuttles and Rentals7
  • Surfing Lessons7
  • Dance Classes5
  • Kayaking Tours5
  • Speed Boating5
  • Nightlife4
  • Paddleboarding4
  • Parasailing4
  • Engagement Packages3