Choosing the right Jeep rental in Key West matters — and that’s where we stand out.
Booking4Fun is a locally-run company that knows every street, beach, and parking secret on the island. We work directly with top local partners to guarantee quality vehicles, clear prices, and quick service.
There’s no better way to explore Key West and the Florida Keys than from behind the wheel of a Jeep or a Slingshot. Feel the tropical breeze, turn up the music, and set your own pace — this is island driving at its best.
All renters must present a valid driver’s license at pickup (international licenses accepted).
For Jeeps: Minimum age 21+ (some vehicles may require 22+ or higher – check the listing).
For Slingshots: Minimum age 21+ (and additional requirements may apply).
Primary renter must be present and driving.
A major credit/debit card is required.
Personal auto insurance may apply; optional damage waivers may be offered at checkout — you’ll see the terms on your selected vehicle.
Vehicles are intended for use within the Florida Keys only — beyond certain mile markers or into Miami/Fort Lauderdale may trigger additional fees or be prohibited.
Driving off-road or across bridges not allowed (unless explicitly stated).
Color/vehicle model cannot be guaranteed — you reserve a vehicle class. (As noted on listing: “You can’t reserve a specific color.”)
Jeeps come with a tank of gas. Return with similar level unless otherwise noted.
Slingshots: follow fuel/instruction guidelines.
Return the vehicle clean and in good order; damage or cleaning fees may apply.
Late returns may incur extra charges.
Cancellation and refund policies for each vehicle are shown during booking — ensure you review them when reserving.
Renting a car in Key West is simple and stress-free with Booking4Fun. Just make sure you meet the basic requirements below, and you’ll be ready to hit the road in minutes.
Duration: 8 hours (Full Day)
Meeting Point: 5001 5th Ave, Key West, FL
Requirements: Driver must be 25+ with valid ID
Take charge of your own adventure with a full day on the water aboard Key West’s largest fleet of rental boats. Whether you’re cruising to remote sandbars, snorkeling hidden reefs, fishing the backcountry, or just relaxing in turquoise waters, you’ll have the freedom to explore at your own pace.
Rates
What’s Included
Deluxe Deck Boat – 22ft / 200 HP (up to 8 people) – $675
Premium Deck Boat – 20ft / 150 HP (up to 6 people) – $600
Premier Pontoon – 22ft / 115 HP (up to 8 people) – $575
Deluxe Pontoon – 22ft / 115 HP (up to 8 people) – $575
Contender – 21ft / 200 HP (up to 6 people) – $550
Key West Center Console – 250 HP (up to 6 people) – $550
Nautic Star – 21ft / 115 HP (up to 6 people) – $500
Whaler – 19ft / 115 HP (up to 6 people) – $450
Whaler – 15ft / 60 HP (up to 3 people) – $425
Lily Pad Floating Mats (Add-On) – $50
Access to the island’s largest fleet of pontoon, deck, and center console boats
Boats sized for 2–8 passengers, perfect for families, couples, or groups
Full safety briefing and instructions before departure
All required safety gear (life jackets, whistles, etc.)
Convenient departure from a full-service marina in Key West
Your boat, your schedule — explore Key West exactly the way you want.
Duration: 4 hours (Full Day)
Meeting Point: 5001 5th Ave, Key West, FL
Requirements: Driver must be 25+ with valid ID
Take charge of your own adventure with a full day on the water aboard Key West’s largest fleet of rental boats. Whether you’re cruising to remote sandbars, snorkeling hidden reefs, fishing the backcountry, or just relaxing in turquoise waters, you’ll have the freedom to explore at your own pace.
Rates
What’s Included
| $550 | Deluxe Deck Boat – 22ft / 200 HP Up to 8 People |
| $500 | Premium Deck Boat • 20ft/150HP Up to 6 People |
| $500 | Premier Pontoon 22ft/115HP Up to 8 people |
| $500 | Deluxe Pontoon – 22ft/115HP Up to 8 People |
| $475 | Contender 21ft/200 HP Up to 6 People |
| $450 | Key West Center Console: 250HP Up to 6 People |
| $400 | Nautic Star – 21ft/115HP Up to 6 people |
| $400 | Whaler – 19ft/115HP Up to 6 People |
| $350 | Whaler – 15ft/60HP Up to 3 People |
| $40 | LILY PAD FLOATING MATS Add on to any boat! |
Access to the island’s largest fleet of pontoon, deck, and center console boats
Boats sized for 2–8 passengers, perfect for families, couples, or groups
Full safety briefing and instructions before departure
All required safety gear (life jackets, whistles, etc.)
Convenient departure from a full-service marina in Key West
Your boat, your schedule — explore Key West exactly the way you want.
Duration: 4 hours (Half Day)
Departure: 5001 5th Ave, Key West
Requirements: Driver must be 25+ with valid ID
Take the helm and design your own Key West adventure with the island’s largest fleet of rental boats. Perfect for exploring sandbars, fishing the backcountry, snorkeling hidden reefs, or just cruising the turquoise waters, these rentals give you the freedom to make the day your own.
Rates
What’s Included
Deluxe Deck Boat – 22ft / 200 HP (up to 8 people) – $550
Premium Deck Boat – 20ft / 150 HP (up to 6 people) – $500
Premier Pontoon – 22ft / 115 HP (up to 8 people) – $500
Deluxe Pontoon – 22ft / 115 HP (up to 8 people) – $500
Contender – 21ft / 200 HP (up to 6 people) – $475
Key West Center Console – 250 HP (up to 6 people) – $450
Nautic Star – 21ft / 115 HP (up to 6 people) – $400
Whaler – 19ft / 115 HP (up to 6 people) – $400
Whaler – 15ft / 60 HP (up to 3 people) – $350
Lily Pad Floating Mats (add-on) – $40
Access to Key West’s largest fleet of pontoon, deck, and center console boats
Boats accommodating 2–8 passengers (great for couples, families, or groups)
Full safety briefing and operating instructions before departure
All required safety gear (life jackets, whistles, etc.)
Convenient departure from the full-service Sunset Watersports Marina
Unwind & Have an Island Day – local Style
