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Explore Greetwell

Curated local experiences in 500+ destinations

What's trending

  • St. Augustine Nights of Lights
  • Halloween Ghost Tours
  • Fall & Holiday Experiences
  • Broadway Shows in NYC
  • Universal Orlando Tickets
  • Legoland California Tickets

Popular Destinations

Florida

·Orlando·Miami·Key West·St. Augustine·Destin·Panama City Beach

Hawaii

·Maui·Honolulu

California

·San Diego·Los Angeles·San Francisco

Southeast

·Charleston·Savannah·Hilton Head·Myrtle Beach·Nashville

Gulf South

·New Orleans

Northeast & Midwest

·New York·Boston·Chicago

West & Mountain

·Seattle·Las Vegas·Sedona·Denver

Caribbean

·San Juan

Browse by Experience

Tours & Sightseeing

  • Boat Tours
  • Ghost Tours
  • Train Tours
  • Food Tours
  • City Tours
  • Day Trips

On the Water

  • Snorkeling
  • Whale Watching
  • Sunset Cruises
  • Dinner Cruises
  • Jet Skiing
  • Dolphin Watching

Adventure & Active

  • Kayaking Tours
  • Parasailing
  • Zip Lining
  • Horseback Riding
  • ATV Tours
  • Hot Air Ballooning

Fun & Attractions

  • Theme Park Tickets
  • Escape Games
  • Axe Throwing
  • Bar Crawls

Food & Drink

  • Wine Tours
  • Cooking Classes

Rentals & Charters

  • Boat Rentals
  • Bike Rentals
  • Yacht Charters

Questions? We're here to help.Real people, 7 days a week.

[email protected]1-877-GREET-WELL
  • 17 Best Places to Kayak in USA: Scenic Routes for 2026
  • Best results for

    Boat Rentals in Okaloosa Island, FL

    Showing 25-48 of 99 results
    Crab Island Private Pontoon Charter
    Up to 12

    Crab Island Private Pontoon Charter

    Explore Crab Island and secluded sandbars with a captain at the helm

    4.9 • 4.3K reviews
    $507/ boat
    Double Decker Slide Pontoon Rental in Fort Walton Beach
    Up to 14

    Double Decker Slide Pontoon Rental in Fort Walton Beach

    Explore Crab Island and the bay on a roomy double-decker pontoon with slides; fuel included

    4.9 • 2.8K reviews
    $592& up
    Double-Decker Pontoon Rental in Destin

    Double-Decker Pontoon Rental in Destin

    Slide, relax and captain your own double-decker pontoon on Destin waters

    4.9 • 2.1K reviews
    $587/ boat
    Fort Walton Beach Double-Decker Pontoon Rental with Slides
    Up to 14

    Fort Walton Beach Double-Decker Pontoon Rental with Slides

    Cruise to Crab Island on a double-decker pontoon with two waterslides

    4.9 • 1.4K reviews
    $559/ boat
    Double-Decker Pontoon Rental with Waterslides in Destin
    Up to 14

    Double-Decker Pontoon Rental with Waterslides in Destin

    Cruise to Crab Island in 10 minutes on a spacious pontoon with two slides and a lily pad included

    4.9 • 1.3K reviews
    $559
    24' Boat Rental in Shalimar
    Up to 9

    24' Boat Rental in Shalimar

    Take the helm and cruise the Destin-Fort Walton Beach waterways

    5.0 • 56 reviews
    $480/ boat
    24' Tritoon Boat Rental with 140hp (4.5 Hours)
    Up to 12

    24' Tritoon Boat Rental with 140hp (4.5 Hours)

    Rent a 24' tritoon for 4.5 hours with room for up to 12

    4.9 • 297 reviews
    $390
    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
    Private Bareboat Charter in Fort Walton Beach
    Up to 9

    Private Bareboat Charter in Fort Walton Beach

    Head out on the water with a boat reserved for your group

    5.0 • 157 reviews
    $509/ boat
    Half-Day Pontoon Boat Rental in Gulf Breeze
    Up to 9

    Half-Day Pontoon Boat Rental in Gulf Breeze

    Take the helm with water gear available at no extra charge

    5.0 • 112 reviews
    $409/ boat
    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 • 241 reviews
    $509/ 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
    24' Pontoon Boat Rental in Fort Walton Beach
    Up to 12

    24' Pontoon Boat Rental in Fort Walton Beach

    Cruise with a 115HP motor, Bluetooth tunes, and a lily pad

    4.9 • 134 reviews
    $311/ 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
    $616/ boat
    23' Pontoon Rental in Destin
    Up to 12

    23' Pontoon Rental in Destin

    Captain your own pontoon for beach stops, bay cruising, and time at Crab Island

    4.8 • 389 reviews
    $291/ 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 • 1.4K reviews
    $311/ 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
    Bareboat Pontoon Charter in Fort Walton Beach
    Up to 8

    Bareboat Pontoon Charter in Fort Walton Beach

    Customize a private pontoon day for Crab Island, island escapes, or bay cruising

    5.0 • 15 reviews
    $396/ boat
    Navarre 24' Pontoon Boat Rental
    Up to 12

    Navarre 24' Pontoon Boat Rental

    Private pontoon time with spacious front loungers for your group

    4.9 • 297 reviews
    $311
    24' Pontoon Boat Rental in Fort Walton Beach
    Up to 12

    24' Pontoon Boat Rental in Fort Walton Beach

    Rent a 24 ft pontoon for 10–12 people with a bimini top on Choctawhatchee Bay

    4.7 • 1K reviews
    $294& up
    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
    Half-Day Tritoon Pontoon Rental in Gulf Breeze
    Up to 11

    Half-Day Tritoon Pontoon Rental in Gulf Breeze

    Cruise aboard the newest tritoon in the fleet

    5.0 • 112 reviews
    $409/ boat
    Double-Decker Pontoon Rental in Fort Walton Beach
    Up to 14

    Double-Decker Pontoon Rental in Fort Walton Beach

    Cruise Crab Island with a captain and two waterslides

    4.9 • 241 reviews
    $509/ boat
    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
    12345
    Okaloosa Island Things To Do
    Boat RentalsBoat Tours158Fishing Charters144Yacht Charters77Dolphin Watching26
    More
    • Sunrise and Sunset Tours23
    • Sailing19
    • Private Fishing Charters18
    • Jet Skiing15
    • Helicopter Tours14
    • Car Rentals13
    • Kayaking Tours13

    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.

  • Snorkeling11
  • Private Boat Charters10
  • Private Boat Tours7
  • Scuba Diving6
  • Dance Classes5
  • Parasailing5
  • Kids Activities4
  • Bike Rentals3
  • Engagement Packages3
  • Equipment Rental3
  • Outdoor Picnics3
  • Paddleboarding3
  • Shuttles and Rentals3