Top Key West Stand Up Paddleboarding

Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.

Get off the beaten path and see parts of the Florida Keys that few visitors know about on this tour aboard a custom-built catamaran. Choose to paddleboard or kayak in crystal waters, learn about the mangrove from a naturalist guide, or just lounge on the sandbar and take in the natural ambiance.

Explore the serene mangrove waterways of Geiger Key on this guided eco-tour. Perfect for all ages and levels of experience. Choose between a single kayak, double kayak, or stand-up paddleboard as you glide through the lush scenery. Your knowledgeable guide will point out the hidden gems of this unique Florida Keys ecosystem, ensuring a memorable and educational experience. With safety gear, paddle instruction, bottled water, and dry bags provided, all you need to bring is your sense of adventure. Enjoy complimentary shuttle pick-up from Key West and immerse yourself in nature for two hours of tranquility.

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable boat, complete with unique views of the island. Spend a relaxing day at the sandbar, where you can swim in the crystal-clear waters, or opt for kayaking and paddleboarding to enhance your aquatic adventure. Light snacks, drinks, and friendly crew members ensure a fun-filled day for all ages. - 4-hour tour ideal for families and all ages - Scenic boat ride to the sandbar with opportunities for swimming and water sports - Light snacks and drinks provided; guests can bring their own food (no glass or hard alcohol) - Relaxed atmosphere with ample time to enjoy the beautiful waters and surroundings

Cool off in Key West on a half-day water sports tour that features 10 different water activities for you to try, from jet skiing to parasailing to banana boat rides to snorkeling, and much more. Enjoy lunch and draft beer on the way back to the marina for those over the age of 21.

Nature lovers and eco-adventurers will love this private, low-key tour. Take a pontoon boat to explore mangrove forests, winding waterways, and mangrove-lined tidal creeks. Enjoy kayaking, or stand-up paddleboarding in a diverse marine ecosystem. A cooler is provided so guests can bring snacks and drinks, which can be savored on a deserted sandbar.

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life. What to Expect: Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds ️ Sandbar Stop – Relax in pristine waters after kayaking Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal Why This Tour is Unique: Exclusive Location – No other company goes here No Crowds, No Roads – A peaceful, off-the-grid experience Perfect for All Skill Levels – Easy and enjoyable for everyone

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 to spend a half-day soaking up the sun and enjoying Key West’s diverse ecology during this fun sandbar and mangrove tour. Discover the backcountry waters and secluded sandbars around the busy island, all while sipping on cold drinks. This guided kayak ecotour takes you into the mangrove isles to spot dazzling marine life before heading to a sandy beach to knock back a few alcoholic or nonalcoholic beverages.

Smathers Beach is the largest public beach in Key West and one of the best playgrounds of watersports in the Florida Keys. This Key West Beach Pass is the ultimate ticket to fun in the sun. Do more than swim and suntan with access to multiple watersport activities. Kayaks, rafts, tubes, paddle boards, and Hobie Cat sailboats are available. This pass also includes a thrilling parasail ride.

This private Key West sandbar charter gives your group flexibility to swim, wade, float, snorkel, or relax at a pace that suits you. Rather than promising one fixed destination, the captain selects an appropriate sandbar or shallow-water area based on tides, weather, depth, traffic, safety, and operating conditions.

Spend the afternoon exploring the crystal-clear waters of the Florida Keys before ending your day with an unforgettable Key West sunset. We'll cruise to one of Key West's famous remote sandbars where you'll have plenty of time to swim, relax, paddle, and enjoy the turquoise water. After soaking up the sun, we'll raise anchor and cruise home while watching the sky transform into brilliant shades of orange, pink, and purple over the Gulf of Mexico. Whether you're celebrating, relaxing, or simply making the most of your vacation, this is the perfect combination of adventure and sunset cruising.

This private Florida Keys yacht charter combines daytime exploration with an overnight stay aboard a Jeanneau NC 895 Weekender. The preferred itinerary can include cruising, snorkeling, sandbars, dining stops, or marina time, subject to conditions and availability. Up to four guests can enjoy a more personal alternative to a scheduled group cruise while the captain manages safe navigation.

Enjoy all that Key West's largest public beach has to offer, without breaking the bank, with this full-day beach pass to Smathers Beach. Consider this sandy shoreline your watersports playground that’ll keep you smiling under the sun all day long. Receive access to multiple watersport activities, including kayaks, rafts, tubes, paddleboards, and Hobie Cat sailboats. You also have the opportunity to take to the skies on a parasailing adventure.

The Marquesas Keys offer one of the most remote private boat experiences available from Key West. This full-day charter gives your group time to prioritize snorkeling, beaches, sandbars, paddleboarding, wildlife viewing, photography, or relaxation. Unlike a fixed group tour, the preferred itinerary is tailored to your interests while the captain determines the safest route for the day’s conditions.