4 Hours Pontoon Rental in Key West
Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while you make your way through our beautiful local waterways!
What’s Included:
12 Passenger Pontoon Boat Rental (Children and babies count as passengers)
Safe, reliable, and well-maintained equipment
Includes a 70qt cooler (purchase ice at check-in)
Life vests for all passengers
Guests are welcome to bring their own snack and drinks, or purchase upon arrival at our fully stocked Marina Store! Alcohol permitted for guests 21+
Optional Add Ons:
Paddleboards- A fun and suitable activity for people of all ages and abilities.
Lily Pad- This floating foam island allows you to rest, kick-back, tan, run, and play on.
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.
Marathon Snorkeling and Sandbar Adventure
Discover the best of the Florida Keys with a thrilling snorkeling and sandbar adventure from Marathon Mermaid. Begin at the stunning Sombrero Reef, where vibrant coral and tropical fish await beneath the clear blue waters. No matter your skill level, this snorkeling excursion promises unforgettable underwater sights. After your underwater exploration, glide over to a picturesque sandbar to continue the fun—swim, kayak, paddleboard, or simply soak up the sun in a serene island setting. With snorkel gear, kayaks, paddleboards, complimentary drinks, and light snacks provided, this trip is a perfect blend of adventure and relaxation.
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.
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 Transfer from Key West Cruise Port to Key West hotels
Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address.
Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door port/city 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
A Self-Guided Tour of Key West's Legends and Sights
Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour.
Key West’s quirky island lifestyle has attracted larger-than-life characters, including author Ernest Hemingway, singer Jimmy Buffet, and treasure hunter Mel Fisher. On this walking tour, you’ll hear about the legendary people the island has attracted over the years and see where they made history.
Your guide is none other than Frank Everhart, the Schooner Wharf Bar’s very own comedic magician, whose tales are as captivating as the history they’re woven from.
Frank, with his intimate knowledge and personal anecdotes, will show you the museums, bars and often-overlooked corners where treasure hunters, eccentrics, and unforgettable locals left their mark. You’ll even see Jimmy Buffet’s first home and his Key West recording studio, Shrimpboat Sound Studio.
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.
Island Maternity Bliss Photoshoot
We are able to meet your vision - whether your vision is romantic, motherly, excitement or studio art. This activity can be upgraded to studio.
Key West Private Tiki Bar Crawl by Boat
This private Key West tiki bar crawl travels by boat rather than on foot. Your group enjoys scenic waterfront cruising and direct dock access to participating venues when available. The itinerary is flexible, but the captain selects the safe route and adjusts stops according to venue access, timing, weather, marine traffic, and operating conditions.
8 Hours Pontoon Rental in Key West
Create your own adventure: fish, snorkel, paddleboard, or just cruise in style!
The newest fleet in town! Our spacious pontoons provide plenty of space and shade while you make your way through our beautiful local waterways!
What’s Included:
12 Passenger Pontoon Boat Rental (Children and babies count as passengers)
Safe, reliable, and well-maintained equipment
Includes a 70qt cooler (purchase ice at check-in)
Life vests for all passengers
Guests are welcome to bring their own snack and drinks, or purchase upon arrival at our fully stocked Marina Store! Alcohol permitted for guests 21+
Optional Add Ons:
Paddleboards- A fun and suitable activity for people of all ages and abilities.
Lily Pad- This floating foam island allows you to rest, kick-back, tan, run, and play on.
Key West Craft Cafe
What makes our Craft Café unique is that it combines creativity, shopping, and the charm of Key West all in one experience. Located inside at the Shops at Mallory Square, guests can choose from a curated menu of hands-on crafts while receiving personalized guidance from our dedicated craft hosts.
Whether you're visiting Key West or looking for a fun activity with friends and family, our Craft Café offers a relaxing, interactive experience where you can create a one-of-a-kind keepsake to remember your time in paradise.
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.
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.
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.
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*
Luxury Sandbar and Snorkeling trip in Key West
Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United States—but it’s offshore, so the only way to get there is by boat.
Skip the crowded “cattle boats” packed with tourists and treat yourself to a private experience instead. With Casual Monday Charters, you’ll have the boat to yourself, a flexible itinerary, and the chance to explore the reef at your own pace. No elbow-to-elbow crowds, no noise—just you, your crew, and the stunning waters of Key West.
Whether it’s snorkeling vibrant coral gardens, spotting dolphins on the ride out, or relaxing at a sandbar with friends, Captain Zak will craft a trip that feels like your perfect day on the water.
Discover US East Coast Self Guided Audio Tour
Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads.
Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t.
Stories, tips, and directions play automatically based on your location
Travel at your own pace
Tour offline using GPS. No cell service or WiFi is needed
Suggested itineraries for half, full, or multi-day use
Buy once, use forever! No expiry, includes free updates
Like having a tour guide along for the drive
Purchase one bundle per vehicle.
Historic Key West Bike Tour
Explore the vibrant history of Key West on this engaging bike tour. Pedal through charming streets as you uncover the stories behind the island's notable landmarks and culture. With a knowledgeable guide leading the way, experience the local heritage up close, from historic homes to famous sites. This tour offers both, a fun ride and an educational journey.
- Guided bike tour through historic Key West
- Discover iconic landmarks and local stories
- Ideal for history buffs and casual riders
- Enjoy a leisurely pace in a small group setting
Private Transfer from Key West Port to Key West Airport (EYW)
Book your Private Transfer from Key West Cruise Port to Key West Int Airport (EYW).
Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-door port/airport transfer.
Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination.
• Meeting with a Nameplate
• We track your Flight
• Door-to-door Service
• No Hidden Charges
• Clean cars & Professional drivers
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!
Pirates and Treasure: Self Guided Tour of Key West's Old Town
Embark on a self-guided audio adventure through Key West's storied Old Town, where the sun-soaked streets echo with the daring tales of pirates, treasure hunters, and fearless 'wreckers'.
Led by the eccentric Captain William Shade, the ghost of an 1800s pirate, you'll navigate from Mallory Square to the Key West Shipwreck Museum. Duck into El Meson de Pepe's for rum-fueled revelry (drinks are not included in the price of the tour), explore Capt Tony's Saloon's ghostly history, visit the Oldest House Museum, and dive into Mel Fisher's Maritime Museum for tales of daring underwater heists. Encounter the wild past at Audubon House, and stand before the Custom House where customs agents once tamed the Key West tides. This is no ordinary stroll; it's a spirited awakening of history, where every step reveals the legends that shaped this island city.
Best times for the tour are either early mornings or just before sunset, where the temperature can be a bit more pleasant.
Key West Boat Rentals from Hilton Resort
Comfort is where Still Dreamin’ truly shines. The ride is smooth, stable, and confidence-inspiring, thanks to Belzona’s refined hull design, which minimizes chop and keeps the boat level and predictable. Whether we’re cruising across open water or idling into a calm anchorage, guests consistently remark on how quiet and comfortable the experience feels. It’s a boat that lets you enjoy the journey just as much as the destination.
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.