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Text or call 1-877-GREET-WELL
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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 49-72 of 99 results
    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
    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
    $328/ 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
    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 • 1.4K reviews
    $311/ boat
    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
    Navarre Dolphin Cruise Charter
    Up to 11

    Navarre Dolphin Cruise Charter

    Take the helm or hire a captain for a private cruise in Santa Rosa Sound

    5.0 • 7 reviews
    $367
    Navarre 24' Pontoon Rental
    Up to 8

    Navarre 24' Pontoon Rental

    Take a private 24-foot pontoon out on the water with your own refreshments

    4.9 • 297 reviews
    $367/ 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

    4.7 • 1K reviews
    $264& up
    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
    Midday Pontoon Boat Rental in Gulf Breeze
    Up to 9

    Midday Pontoon Boat Rental in Gulf Breeze

    Take the helm for a midday outing on the water

    5.0 • 112 reviews
    $521/ 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
    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
    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
    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
    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
    Crab Island Double-Decker Pontoon Charter
    Up to 14

    Crab Island Double-Decker Pontoon Charter

    Slide, lounge, and cruise Crab Island with a captain at the helm

    4.9 • 1.4K reviews
    $559/ boat
    Double Slide Pontoon Boat Rental in Fort Walton Beach
    Up to 12

    Double Slide Pontoon Boat Rental in Fort Walton Beach

    Slide, swim, and relax with a private restroom on board

    $785/ boat
    Solo Lake Kayak Rental in Grayton Beach

    Solo Lake Kayak Rental in Grayton Beach

    Make time for a paddle on the lake

    3.7 • 3 reviews
    $40/ kayak
    Navarre 24' High-Performance Pontoon Rental
    Up to 12

    Navarre 24' High-Performance Pontoon Rental

    Take the helm of a private pontoon for a half-day on the water

    4.9 • 297 reviews
    $356/ boat
    Midday Tritoon Pontoon Boat Rental in Gulf Breeze
    Up to 11

    Midday Tritoon Pontoon Boat Rental in Gulf Breeze

    Take the helm of the fleet's newest tritoon

    5.0 • 112 reviews
    $521/ boat
    Navarre 24' Pontoon Rental
    Up to 12

    Navarre 24' Pontoon Rental

    Cruise aboard a 24-foot, 115 hp pontoon on your own private outing

    4.9 • 297 reviews
    $537/ boat
    Double Decker Pontoon Boat Rental with Slides in Destin
    Up to 14

    Double Decker Pontoon Boat Rental with Slides in Destin

    Be your own captain and cruise Destin waters with two slides and room for your group

    4.8 • 389 reviews
    $553& up
    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
    150HP Double-Decker Pontoon Rental in Santa Rosa Beach
    Up to 12

    150HP Double-Decker Pontoon Rental in Santa Rosa Beach

    Cruise Choctawhatchee Bay on a double-decker tritoon with room to relax and explore

    $1,306/ 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