Top Key West On the Water - page 2

Explore the only living coral reef in North America on this small-group snorkeling adventure aboard a sailing yacht in Key West. You will receive instruction on how to use the equipment, but it’s recommended that participants be comfortable underwater and have the ability to swim. Common sightings include tropical fish, eels, turtles, dolphins, anemones, and urchins.

Soak up sunset views from the water's edge, and admire a perspective many visitors miss, on this Key West sailing tour. Sample up to eight different wines and/or five different beers as you sail, and indulge in a selection of gourmet hors d'oeuvres to accompany them. As you go, learn more from your crew, and enjoy a festive and celebratory way to toast to your trip.

Set sail from Key West on a 60-foot catamaran and enjoy the clear blue waters and Atlantic bottlenose dolphin sightings. Afternoons are when dolphins are the most active so you’re sure to see the adorable creatures jumping and swimming around the boat. You’ll also see some Key West landmarks from the water and enjoy the sea breeze.

Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.

Experience the best that Key West has to offer with this combination tour that includes a dolphin watch, snorkeling, and a view of the island’s famous sunset. Spot dolphins in their natural habitat in the Florida Keys National Marine Sanctuary and snorkel in the blue waters surrounding Key West during this family-friendly excursion.

Limited to an intimate number of passengers, this small-group sunset sail includes an up-close look at dolphins as well as views of Key West landmarks like the legendary Mallory Square, Sunset Key, and historic Fort Zachary Taylor. Then, relax on the luxury catamaran to watch the sunset as nibble on tapas such as shrimp cocktail served with wine and champagne.

The coast of Key West is home to sea turtles, rays, lobsters, and dolphins—if you know where to look. On this small-boat cruise, visit sites known for dolphin sightings and enjoy snorkeling in the warm waters with the chance to spot tropical fish and a diverse array of marine life. Relax on the boat’s sundeck or beneath the shade with soft drinks and snacks, and admire the views as you cruise along the scenic sandbars.

For the aquatic adventure of a lifetime, cruise to North America's only living coral barrier reef. No need to go diving or snorkeling for this great view—see tropical fish, sharks, turtles, colorful coral, and other sea life from the deck of the glass-bottom boat. Opt for an evening departure to enjoy a glass of Champagne as the sun sets into the Gulf of Mexico.

Experience the underwater beauty of southern Florida on a half-day snuba tour from Key West. The snuba apparatus allows you to breathe underwater without cumbersome scuba gear or the need for scuba certification. You’ll travel about to the dive site by boat, then hop in the warm water to get close views of an array of colorful fish and marine life.

Watch the sun set and the moon rise off the coast of Key West on this relaxing sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer, and soft drinks are included.

Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, numbers are restricted to 24 so you have a spot at the rail when it’s time to capture photos of the setting sun.

Immerse yourself in nature in Key West on this small-group guided safari snorkeling adventure. Captain your own mini speedboat through 28 miles (45 kilometers) of Florida backcountry waters of the Florida Keys. Swim and snorkel in crystal clear waters of Mud Key, and keep your eyes for wildlife such as dolphins, turtles, and ospreys.

Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, giving you a unique view of tropical fish, seagrass beds, and vibrant marine life beneath you. Along the way, your guide will share fascinating insights into the local ecosystem and hidden gems of the Florida Keys. Perfect for couples, families, and adventurers looking to experience Key West like never before.

Explore the clear, calm waters of Key West at your own pace with a single or double kayak rental. Choose a morning or afternoon session, and after a brief introductory lesson, head out on the water. Glide over seagrass and through mangrove tunnels, keeping your eyes open for fish, birds, sharks, rays, and manatees.

Swim among coral and tropical fish in Key West's living reef on this snorkeling excursion. Sit back and relax on a custom-built boat, and sail to the reef where a professional crew is on hand to provide snorkeling instruction and guidance. After your swim, enjoy included beer, soft drinks, and water on the boat for your ride back. All snorkeling equipment is provided.

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea. As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.

Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon Mermaid, glide through the crystal-clear waters for an unforgettable snorkeling experience. This 3-hour excursion invites all ages to explore the colorful coral and diverse marine life, guided by a knowledgeable crew dedicated to your safety and enjoyment. After your underwater exploration, relax on the return trip while savoring fresh fruit and refreshing beverages, reminiscing about the aquatic wonders you’ve encountered.

Discover a side of Key West some visitors miss, and immerse yourself in its beautiful scenery, on a half-day sailing tour. Board your catamaran and head to North America's only living coral barrier reef. Pass some of Key West’s top attractions on the way, then dive in to see hundreds of species of colorful fish, coral, and other sea life. This cruise includes snorkeling gear, plus beer, wine, and soft drinks.

Get ready for fun in the sun—and check off two top experiences in just one trip—on this dolphin-watching and snorkeling tour off the coast of Key West. Departing Key West, look out for dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breezes, and select from a variety of refreshing beverages on board the boat.

This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away; you’re close enough to feel that electric moment when they swim right next to the boat. Our captains know the dolphin pods by territory and behavior, so you spend more time with them and less time searching. After the dolphin encounter, we take you to hand-picked spots that big boats can’t access: clear, shallow water, quiet backcountry reefs, and hidden sandbars. Beginners feel safe, families feel relaxed, and experienced snorkelers get genuinely good underwater visibility. Personalized, unhurried, and run by a local crew that actually cares — that’s what sets this trip apart.

Cruise into a stunning Florida Keys sunset aboard a comfortable 53’ catamaran. Your crew will guide you through the waters surrounding Marathon, passing local landmarks such as Boot Key Harbor, the Atlantic Ocean, and the historic Seven Mile Bridge. Relax on deck and enjoy the changing colors of the sky while sipping a complimentary champagne toast. The catamaran offers plenty of seating, shaded areas, an onboard restroom, and a cooler stocked with ice, water, and soda. This tour provides a laid-back and memorable way to experience the Keys at golden hour—perfect for couples, families, and anyone who wants to unwind on the water.

Explore Key West through the eyes of a local on a craft cocktail tour that stops at six off–the–beaten–path establishments for drinks and food tastings, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.

Discover the ultimate way to explore the Florida Keys on a fully customizable luxury boat charter. Cruise crystal-clear waters with a local captain and design your own itinerary—snorkel vibrant coral reefs, sip drinks on a sandbar, or head out to the legendary Dry Tortugas. Whether it’s a 2-hour cruise or a full-day escape, this private experience is tailored for relaxation, adventure, or both.

Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.