Private Boat Charters in Key West – Your Adventure, Your Way

Your Captain. Your Boat. Your Key West Adventure | Book Instantly with Booking4Fun

Experience Key West from Your Own Private Boat

Escape the crowds and explore turquoise waters, hidden coves, and sandbars with a professional captain dedicated to your group.

Why Choose Booking4Fun

We partner with top-rated local captains and vessels to ensure a premium experience, from safety to comfort.

Customize Your Charter Experience Choose your adventure — dolphin watching, snorkeling, sunset cruises, or island hopping. Every charter is tailored to you.

Perfect for Families, Couples & Groups Whether it’s a romantic escape or a family outing, our private charters offer comfort, space, and unforgettable memories.

Book Your Private Charter Today Reserve online in seconds with Booking4Fun. Your boat, your captain, your adventure — all ready when you are.

Full Day Boat Rental

  • 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.

Half Day Boat Rental

  • 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

Prices
$550Deluxe Deck Boat – 22ft / 200 HP Up to 8 People
$500Premium Deck Boat • 20ft/150HP Up to 6 People
$500Premier Pontoon 22ft/115HP Up to 8 people
$500Deluxe Pontoon – 22ft/115HP Up to 8 People
$475Contender 21ft/200 HP Up to 6 People
$450Key West Center Console: 250HP Up to 6 People
$400Nautic Star – 21ft/115HP Up to 6 people
$400Whaler – 19ft/115HP Up to 6 People
$350Whaler – 15ft/60HP Up to 3 People
$40LILY 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.

Custom Charter - Half Day

  • 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