Four Passenger Golf Cart Rental in Key West - Downtown
Our 4-passenger golf cart rentals are the perfect blend of convenience, fun, and flexibility for exploring Key West.
With a smaller footprint than larger carts, these vehicles are easy to maneuver through Old Town’s charming streets and tight parking areas, making them ideal for couples or small groups who want to move around the island quickly and effortlessly.
What truly sets Fun Rentals apart is our focus on quality equipment and local expertise. Our modern, street-legal carts are comfortable, reliable, and designed for smooth island cruising.
Our friendly team also provides insider tips on the best scenic routes, hidden local gems, and must-see attractions so you can make the most of your Key West adventure.
You’ll be able to cruise famous spots like Duval Street, visit the sunset celebration at Mallory Square, and stop for photos at the Southernmost Point Buoy — relaxed, all at your own pace!
Sharkeys Glass Bottom Fish Feeding LED Night Tour Key West
The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with your high powered underwater custom LED lights. We paddle along mangrove shorelines and canals so we sometimes even see wild animals such as Racoons along the shoreline. We've also experienced manatees and dolphins on many of the tours. Definitely one of the most exciting things about your kayak tour is that we will feed fish at a certain point of our tour as well which is a blast for everyone! With very little to do at night this is an amazing rare experience under the stars that you'll never forget!
Sandbar Tour Key West
Leave the crowds behind and spend the day at one of Key West's beautiful sandbars with a maximum of just 6 guests onboard. Your local captain will choose the best location based on the day's conditions, giving you the best chance to enjoy clear, shallow water and a relaxing atmosphere. Snorkeling gear, floaties, and onboard Bluetooth music are included, so all you need to do is jump in, float, explore, and enjoy the Florida Keys at your own pace.
Private Transfer from Key West hotels to Key West Cruise Port
Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port.
Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door city/port transfer.
Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate. Door-to-door Service. No Hidden Charges. Clean cars & Professional drivers.
Dry Tortugas National Park Self-Guided Audio Tour
Explore an island paradise 70 miles west of Key West. Visit Fort Jefferson, a massive 19th-century coastal fort, and walk its brick walls while hearing stories about soldiers, prisoners, and shipwrecks. The tour even works on the ferry to this remote national park.
Snorkel in clear blue water filled with coral, tropical fish, and sea turtles. Relax on sandy beaches and look for seabirds that nest only here. Stroll through the fort’s archways, climb to the top for ocean views, and learn how the fort defended the Gulf of Mexico.
You choose what to do first—swim, explore the fort, or enjoy the beach. The tour works without internet, gives GPS directions for walking the site, and offers local tips you can keep forever.
Download the tour, take the ferry or seaplane, and explore this unique national park at your own pace—where history, nature, and crystal-clear waters meet.
*Download the Shaka Guide app to access the purchased tours*
6hr Offshore Big Game Fishing Adventure
Set sail for a thrilling morning on the Atlantic with this shorter offshore fishing trip. Departing at 8 AM, you'll head into the deep blue, fishing in depths exceeding 1500 feet. This adventure targets popular species like Mahi Mahi, Tuna, Wahoo, and Sailfish, allowing you to cast your line in some of the best fishing grounds in the state. Plus, if you land a trophy catch, arrangements can be made to have it beautifully mounted for display.
Sunset, History, Eco Tour, Marathon FL
A Sunset Cruise with a Twist aboard the Island Pearl
Wrap up your perfect day in the Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set out on a relaxing evening cruise through the heart of Marathon as we share the rich history surrounding the Seven Mile Bridge, Pigeon Key, and other landmarks that shaped the Middle Keys, with relaxing island music to enhance the vibe. Bring your favorite beverage and toast the day as the sky glows with color over the island waters. There’s even a chance you’ll spot playful dolphins along the way! Whether you’re soaking in the history, the views, or just the laid-back Keys atmosphere, this cruise offers something special for everyone on board. This one-of-a-kind experience is quickly becoming a Florida Keys tradition for visitors who want to end their day with scenery, storytelling, and a truly memorable time on the water.
Key West Airport (EYW) to Key West - Round-Trip Private Transfer
Book your private transfer from Key West Int Airport (EYW) to Key
West hotels and return.
Avoid the hassle of waiting in long taxis or shared shuttle queues and use our private, door-to-door airport transfer.
Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination.
Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.
Polaris Slingshot
Turn your trip into something unforgettable with a Polaris Slingshot rental from Keys Vacation Supply Rentals. This open-air ride lets you feel the ocean breeze, soak in panoramic views, and enjoy the road like never before—all while being easy to drive with a standard license. With built-in navigation, premium sound, and flexible rental options, you can explore at your own pace and make every mile part of the adventure. It’s more than just transportation—it’s the highlight of your vacation waiting to be booked.
Private Fun Fishing Charter
This experience combines the thrill of fishing with a relaxed, fun atmosphere. You’ll be guided by a seasoned captain who knows the best local fishing spots—hidden honey holes full of fish and stories. Unlike typical charters, we offer hands-on tips for beginners and seasoned anglers alike, ensuring everyone learns something new while having a great time. It’s more than just fishing—it’s an adventure filled with laughter, connection, and unforgettable moments on the water.
Private Boudoir Photoshoot in Studio Key West
Boudoir photography is a photographic style featuring intimate, sensual, romantic, and sensual images of its subjects in a photographic studio, bedroom or private dressing room environment, primarily intended for the private enjoyment of the subjects and their romantic partners. We can accommodate standard or bridal boudoir.
Jet Ski 90 Min Ride in Key West
Climb on Key West’s newest jetskis for the best tour around the island. This trip includes a free second rider. Join us for the best deal in Key West
Bike Rental in Key West
Fun Rentals Key West bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free rental experience designed specifically for exploring the island.
We offer a large fleet of comfortable beach cruisers and multi-speed hybrid bicycles in men’s, women’s, and children’s sizes, making it easy for couples, families, and groups to ride together and enjoy Key West at a relaxed pace.
What really makes the experience special is our local knowledge. Our team will provide a map and insider recommendations for the best scenic routes, waterfront rides, historic neighborhoods, and hidden local spots many visitors never discover.
Ride through Old Town, cruise along the island streets, and visit iconic landmarks like Duval Street, Mallory Square, and the Southernmost Point Buoy at your own pace. With easy-riding bikes and tips from locals, exploring Key West becomes effortless, fun, and unforgettable.
Key West Parasailing Adventure with Island Time Parasail
Soaring high above the stunning waters of Key West offers a unique perspective of this picturesque island. From the deck of a USCG-certified boat, observe vibrant coral reefs and watch for dolphins and sea turtles swimming below. With a professional crew ensuring safety and comfort, enjoy a tandem or triple flight for a shared experience that’s perfect for families or friends. Whether it's a romantic outing or a fun group adventure, the thrill of parasailing brings unforgettable memories to your Key West vacation.
Bike Rental in Key West - Downtown
Fun Rentals Key West bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free rental experience designed specifically for exploring the island.
We offer a large fleet of comfortable beach cruisers and multi-speed hybrid bicycles in men’s, women’s, and children’s sizes, making it easy for couples, families, and groups to ride together and enjoy Key West at a relaxed pace.
What really makes the experience special is our local knowledge. Our team will provide a map and insider recommendations for the best scenic routes, waterfront rides, historic neighborhoods, and hidden local spots many visitors never discover.
Ride through Old Town, cruise along the island streets, and visit iconic landmarks like Duval Street, Mallory Square, and the Southernmost Point Buoy at your own pace. With easy-riding bikes and tips from locals, exploring Key West becomes effortless, fun, and unforgettable.
Key West Spirits and Haunted Pub Crawl
Experience Key West’s top-rated haunted pub crawl, where chilling ghost stories, historic bars, and island cocktails come together for a night of spooky fun in the heart of Old Town. Led by passionate local guides who know the city by heart, you’ll uncover the dark history, haunted legends, and hidden secrets behind some of Key West’s most iconic locations. Along the way, visit legendary stops like Sunset Pier, First Flight Island Restaurant & Brewery, Curry Mansion Inn, Hard Rock Cafe Key West, The Oldest House Museum & Garden, and more haunted hotspots filled with tales of shipwrecks, restless spirits, and mysterious encounters. With eerie streets, unforgettable storytelling, and plenty of chances to grab a drink along the way, this ghostly adventure is the perfect mix of history, mystery, and nightlife!
Pontoon Boat Rental with Slides from Key West
Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain and let them handle the navigation while you focus on fun. Book now and turn your day on the water into a true paradise escape!
Key West Airport (EYW) to Key West - Arrival Private Transfer
Book your private arrival transfer from Key West Int Airport (EYW) to Key West hotels.
Avoid the hassle of waiting in long taxi or shared shuttle queues and use our private, door-to-door airport transfer.
Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination.
• We track your flight.
• Our driver greets you with a name plate.
• We provide door-to-door service.
• There are no hidden charges.
• We use clean cars and professional drivers.
Key West Conch and Hemingway Self-Guided Walk
Explore the vibrant spirit of the Florida Keys with the Key West Conch and Hemingway Walk.
This self-guided adventure immerses you in the rich tapestry of island life where writers like Ernest Hemingway and Tennessee Williams found their muse.
Navigate through charming streets, lively bars, and historic neighborhoods that showcase the unique blend of Caribbean, Cuban, and Conch cultures.
As you stroll at your own pace, engaging audio narratives reveal tales of resilience, creativity, and community that define this iconic island.
Discover the essence of Key West, where every corner invites you to pause, reflect, and connect with its storied past.
Private Proposal and Engagement Shoot in Key West
We take the time to review YOUR vision for this special moment in life via a conference call - we offer suggestions and then send a full confirmation with map or diagram and all aspects to make this a perfect surprise to the love of your life and your lifetime partner.
6 person Key West Fishing Charter with Nice Guy Charters
Head out to sea or stay close to land around Key West and the various other island. Led by your experienced captain and owner this charter offers a chance to catch a variety of fish while soaking up the sun and enjoying the stunning ocean views. Whether you're an experienced angler or a beginner, the friendly crew ensures a memorable day on the water, complete with all necessary gear and guidance. Experience the thrill of reeling in your catch in one of Florida’s prime fishing destinations.
Key West Boat Rental with Seat, Sound and Fishing Upgrades
Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tier upgrades for your comfort and convenience. Nestled within our full-service marina, we've proudly served our community for 39 years, earning our reputation as the go-to destination for boat rentals in Key West. Join us and embark on an adventure of a lifetime – where every wave carries the promise of unforgettable memories!
Miami Key West Day Tour With Private Driver & Guide
Explore the charming streets of historic Key West at your own pace. Enjoy a personalized experience as you visit iconic sites like the Hemingway House, famous for its feline residents, and the stunning views from the Key West Lighthouse. Relax at Smather's Beach and indulge in a unique alligator snack. Capture memories at the 90 Mile to Cuba buoy and discover the Truman White House. With private vehicle transport and flexible itinerary, this tour is perfect for those who value freedom and personal choice.
- Private vehicle for a comfortable, no-crowd journey
- Tailor your own itinerary to explore Key West's highlights
- Visit memorable spots like the Hemingway House and Smather's Beach
- Pickup and drop-off at your hotel for convenience
Private Customizable Charter in Marathon Florida
This snorkeling adventure goes beyond the ordinary by offering crystal-clear waters, vibrant coral reefs, and an incredible variety of marine life—all in a serene, picturesque setting. Unlike standard tours, we prioritize your safety and comfort with a dedicated crew, allowing you to fully relax and enjoy the experience. It’s not just a snorkeling trip—it’s an immersive journey into the beauty of the ocean, designed for both beginners and seasoned explorers.