Top Key West How to Get Around - page 9

Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests Leave the crowds behind and experience the magic of a Key West sunset from the water on your own private 2-hour cruise aboard a brand-new Manitou luxury pontoon. Departing from the tranquil Cow Key Channel, you'll enjoy a relaxed and intimate journey through hidden backchannels and open waters — all with a front-row seat to one of nature’s most unforgettable shows. Cruise in comfort with up to 10 guests, guided by a licensed local captain, and take in stunning views of the sunset-drenched coastline, including iconic sights near Mallory Square — without ever getting caught in the crowd. Whether you're planning a romantic evening, a family outing, or a fun get-together with friends, this cruise offers the perfect mix of laid-back luxury and scenic beauty. Reserve your sunset escape now — and experience Key West the way locals love it: peaceful, personal, and absolutely stunning.

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!

Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised and the breeze carries you across the sparkling Gulf waters, unwind in a refined and intimate setting away from crowded party boats. Enjoy complimentary beer, wine, champagne, and soft drinks throughout the cruise, with cocktails available for purchase. Savor a selection of hors d’oeuvres including cheese and crackers, fresh vegetables with dip, and shrimp cocktail — perfectly paired with a breathtaking Florida Keys sunset. Watch the sky transform into vibrant shades of orange, pink, and gold as the sun dips below the horizon, creating unforgettable photo opportunities. Perfect for couples, celebrations, or anyone seeking one of the top-rated experiences in Key West. Advance reservations are highly recommended, as this popular sunset sail often sells out.

This combo tour offers two experiences in one: a peaceful sandbar visit and an exciting snorkeling session. Unlike standard trips, you’ll enjoy a well-planned itinerary that maximizes your time on the water, with expert guidance and access to prime locations.

Our 6-passenger golf cart rental offers a fun, private, and convenient way for families and groups to explore Key West together. Instead of splitting up or relying on crowded tours, everyone can ride comfortably in one street-legal cart while discovering the island at their own pace. With easy navigation through Old Town and quick access to popular spots like Duval Street, Mallory Square, and the Southernmost Point Buoy, it’s one of the most enjoyable and flexible ways to see the island. Spacious seating, reliable performance, and the freedom to stop wherever you like make this a truly memorable Key West adventure!

The 21' Hurricane Sundeck is the perfect blend of comfort, versatility, and performance, making it a top choice for adventurers and families alike. Whether you’re fishing, snorkeling, or cruising, this boat delivers an exceptional experience on the water. Why It Stands Out: Smooth & Safe Ride: Handles well in all conditions for a worry-free outing. Versatile Design: Ideal for fishing trips, family adventures, or group excursions. Premium Features: Includes a Bimini top for shade, live well, rod holders, swim ladder, spacious deck, and comfortable seating. Perfect Size: 21 feet long with capacity for up to 10 passengers—room for everyone without sacrificing maneuverability. Adventure Ready: Great for sandbar hopping, snorkeling, or simply relaxing in style.

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!

Experience the ultimate adventure aboard our 25' Cobia Center Console with twin engines, designed for power, stability, and comfort. Perfect for fishing trips, sandbar cruising, or exploring offshore waters, this vessel offers unmatched versatility. Highlights A safe, comfortable ride that handles well in all conditions, making it a favorite for those who want flexibility on the water. • Length: 25 feet • Capacity: Up to 9 passengers • Features: T-top shade, live well, rod holders, swim ladder, spacious deck, and premium seating • Best For: Fishing enthusiasts, families wanting versatility, or groups looking for comfort and style

Cruise the beautiful waters of the Florida Keys on an authentic tiki bar boat during this 1.5-hour Tiki Fun Cruise. Sip your favorite beverage while soaking in the sun and taking in stunning views of luxurious homes and coastal landscapes. Keep your eyes peeled for dolphins, sea turtles, and tropical seabirds as you glide over the crystal-clear waters. You can choose between a scenic harbor cruise or an island swim stop at a sandy beach for a refreshing dip in the turquoise sea. This is the perfect way to create unforgettable memories in paradise. - Enjoy a leisurely 1.5-hour cruise on a tiki bar boat - Spot local wildlife, including dolphins and sea turtles - Customize your cruise with a scenic harbor tour or beach swim - Knowledgeable Captain shares local history and fun facts

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.

Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the sky transforms into a vibrant canvas of colors, providing an unforgettable backdrop for your evening. Bring your favorite beverages to toast the day's end in a romantic and relaxing atmosphere. Capture unique photo opportunities with breathtaking reflections in the water, making this experience perfect for couples or anyone looking to unwind after a day of exploration. - Enjoy a serene 2-hour cruise on the tranquil waters of the Florida Keys - Front-row seat to a spectacular sunset with unobstructed views - Bring your own beverages for a personal touch during the cruise - Perfect for couples or those seeking a relaxing escape after sightseeing

Welcome to Key West Boat & Jet Ski Adventures! Enjoy a fully customizable 6-hour private boat charter exploring Key West’s stunning backcountry. Begin with a scenic cruise past iconic landmarks like Mallory Square and the Southernmost Point. Customize your stops to visit pristine sandbars such as Jewfish, Snipes, and Mud Key, where you can swim, sunbathe, and relax in crystal-clear waters. Snorkel vibrant reefs filled with colorful marine life and watch wild dolphins play freely at the Dolphin Playground. Glide through peaceful mangrove tunnels and soak up the natural beauty of this unique ecosystem. Throughout the day, unwind on the spacious swim deck, sip your favorite beverages, and enjoy the personalized attention of your licensed local captain. Perfect for families, couples, or groups looking for a private, flexible, and unforgettable Key West adventure tailored to your pace and interests.

Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in our wake. With island tunes flowing and an ice-cold drink in hand, you’ll drift effortlessly into vacation mode. Our first stop: Hogfish Bar & Grill, a local legend tucked into the heart of the docks. Here, fishermen unload their daily catch and the vibe is pure Old Key West. Sink your teeth into their famous fresh hogfish sandwich or sip a cocktail right on the waterfront. Next, we glide over to Bad Boy Taqueria, a fun and funky stop known for bold flavors, creative tacos, and the kind of energy that makes you want to stay all afternoon. Grab a bite, grab a drink, and soak in the local charm. Then it’s off to Hurricane Hole Marina, a favorite for both locals and salty sea captains. With strong drinks, great music, and unbeatable views of the harbor, it’s the perfect place to relax before we head back out on the water.

Escape the crowds and experience the best of Key West on your own terms with the Vitamin Sea Dolphin Safari. Designed for couples, families, or small groups of up to 6 guests, this 4-hour journey offers a perfect mix of adventure, relaxation, and natural beauty — all with your own captain and guide. Cruise through crystal-clear waters, spot playful dolphins in the wild, snorkel above vibrant reefs, and unwind on a remote sandbar that few ever get to see. Whether you're looking for marine life, island serenity, or picture-perfect moments, this tour delivers unforgettable coastal magic.

Set sail for adventure with our Tiki Party Boat rental, cruising the breathtaking waters! Whether you're soaking up the sun, spotting local marine life, or enjoying refreshing drinks on deck, our 14-passenger tiki boat is the perfect way to experience paradise. Complete with bar top and chairs, take your party to the sea! 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!

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!