Key West is unlike anywhere else in the world. From its turquoise waters and living coral reef to its
vibrant nightlife and rich history, the island is a destination that offers something for everyone. Whether
you’re looking for a laid-back beach day, a dolphin encounter, or a thrilling parasail ride, Key West
delivers unforgettable experiences — and Booking4Fun makes them easy to access.
We’re not just another online booking site — we’re a local Key West vacation planner designed to make booking tours, rentals, and attractions fast and personal. Every activity on Booking4Fun is hand-picked from top-rated local operators, ensuring your trip is safe, authentic, and full of fun.
We’re just a sun‑loving family who turned our passion for island life into Booking4Fun. What started as weekend adventures on the water with our daughter soon became a mission to help others soak up the same magic we enjoy every day. Between chasing sunsets, sampling fresh fish tacos, and swapping stories with our friends, we’ve learned the best memories aren’t made in crowded tourist traps — they’re found in the hidden coves and quiet beaches we’re proud to share with you.
When you book with us, you’re not dealing with a faceless company; you’re joining our extended island family. We handle everything personally because this is our home, and we genuinely can’t wait to show you the laid‑back, quirky side of Key West that made us fall in love with it in the first place.
From snorkeling excursions and sunset sails to eco‑friendly kayaking trips and dolphin‑watching cruises, our menu of tours covers every mood – relaxation, romance, family fun or high‑adrenaline thrills. Explore our most popular Key West experiences, including Dolphin Watching Tours, Private Charters, Jet Ski Adventures, and more — all available right here on our site. Explore coral reefs, sip craft wines on a classic schooner, paddle through mangrove tunnels or soar above the island on a parasail. We also feature seasonal events like fireworks cruises and powerboat race viewings for special holiday experiences.
From snorkeling excursions and sunset sails to eco‑friendly kayaking trips and dolphin‑watching cruises, our menu of tours covers every mood – relaxation, romance, family fun or high‑adrenaline thrills. Explore coral reefs, sip craft wines on a classic schooner, paddle through mangrove tunnels or soar above the island on a parasail. We also feature seasonal events like fireworks cruises and powerboat race viewings for special holiday experiences.
For independent explorers, we provide top‑quality rental options. Cruise around town on a golf cart or scooter, book a Jeep or convertible for a road trip to hidden beaches, or take the helm of your own half‑day or full‑day boat or pontoon. All rentals include full safety briefings and local tips on where to go.
For a slower pace, join eco‑friendly excursions that focus on wildlife, marine sanctuaries and sustainable practices. Guided paddleboard or kayak tours showcase native birds, mangroves and sea life in their natural habitat.
With Booking4Fun, every experience is hand‑picked for quality and value, ensuring your Key West adventure is as unique and enjoyable as the island itself.
Thrill seekers can choose jet‑ski packages, parasailing flights or slingshot rentals. Our “Adrenaline” category combines carefully prepared selection of the best thrills of the Island.
Planning a wedding, corporate retreat or family reunion? Our team arranges customised charters and group outings on spacious boats complete with catered meals, entertainment, and tailored itineraries. Celebrate your special occasion on the water with a flexible program designed around your interests.
Original Landmark: Corner of Whitehead Street and South Street (address: 1400 Whitehead Street)
Temporary Location: 1499 Duval Street, at Duval Street Pocket Park, between the Southernmost Mansion and Southernmost Resort
The move is due to structural repairs on the seawall and streets at the original plaza, necessary because of storm damage and long-term wear.
The Southernmost Point Buoy is a famous, brightly painted concrete marker that symbolizes the southernmost point accessible to the public in the continental United States. The marker claims “90 miles to Cuba,” and is a must-visit photo stop in Key West.
At Booking4Fun, our mission is to make the magic of Key West accessible and unforgettable for every visitor. We’re not just another booking site – we’re your Key West local concierge and adventure matchmaker, helping visitors plan custom Key West tours and things to do without the hassle. By curating the best tours, rentals, and experiences at a fair price, we help travelers uncover hidden gems, connect with authentic island culture and support local operators. Whether you’re dreaming of a serene sandbar escape or an adrenaline‑pumping adventure, we take care of the logistics so you can focus on making memories.
Booking4Fun is a Key West-based tour and rental booking platform, connecting travelers directly with trusted local experiences across the island. Our goal is simple: make it easy for you to discover and book the best local tours, activities, and rentals in one place.
Here’s what makes our platform unique:
Booking4Fun is not owned by any tour operator. We’re an independent concierge service created to connect visitors with top-rated experiences in Key West and beyond.
The tours and activities you find on our site are operated by trusted local providers. We partner only with businesses that meet our quality standards, so you know you’re booking with professionals.
When you book through Booking4Fun, you’ll receive confirmation that includes the operator’s details. That way, you always know who will provide your experience.
We handle the booking process and customer support, so you have one easy point of contact. Our team is based in Key West and here to make sure your trip goes smoothly.
Each operator maintains their own business identity and online presence. Booking4Fun does not manage or claim their Google Business Profiles — we only manage our own.
We hand-pick every experience on our site. That means you won’t scroll through endless options — just a selection of tours and rentals that meet our standards for safety, reliability, and fun.
Need help picking the right activity?
Our local team will help you plan the perfect adventure.
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
