Top Key West Likely To Sell Out - page 3

We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create some great memories.

Combining the fun of a tiki bar with the serenity of being out alone at sea, this private tiki boat experience gives you the best of both. Reserved exclusively for your group, your captain will take you around Key West waters. Bring your own snacks and drinks to party under the covered bar or relax on the floating mat with a cocktail in hand.

Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.

Watch the sunset off the coast of Key West on this private sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail onboard a private sailing vessel with a captain and mate. Stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset. Soft drinks are included. A cooler with ice is available to store any beverages brought on board.

Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.

Join us on Sebago's newest trip, designed to allow guests to experience the waters around Key West as so many locals do, visiting little known, breathtakingly beautiful spots with small groups of friends while enjoying great food and drinks in a relaxed and casual environment. No structured activities. Do as much or as little as you want. After all, you're on vacation! Step aboard Sebago Cubed, a spacious and luxurious sailing catamaran, for a day of sun, sailing and sangria!

This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroundings of Key West. With everything taken care of, you can sit back, enjoy the views, and make lasting memories. Step aboard our 24’ center console for a private, unforgettable Sunset Cruise in Key West! Perfect for up to six guests, this two-hour adventure offers a relaxing and scenic way to experience the beauty of Key West’s waters as the sun sets over the horizon. Cruise through the tranquil waters of the Key West harbor, enjoying sweeping views of the open sea as the sky transforms with the colors of the sunset. Relax and unwind with your friends or family while a professional captain guides your journey. Bring your own drinks (BYOB) or enjoy the bottled water and soda we provide. Set the perfect mood with your favorite tunes via Bluetooth speakers, and make this a truly special evening on the water.

Escape the Florida Keys crowds by heading into the backcountry on this private fishing charter. In the company of just your party and the crew, you'll enjoy undivided attention as you fish for species such as tarpon, bonefish, permit, barracuda, snapper, and sea trout in the shallows and flats. Most likely, you'll be fishing depths of two to eight feet.

Key West is known for its beautiful coastal scenery and its lively bar scene, but there are few opportunities to combine the two. This tour takes you out onto the crystal-clear water, traveling by a small motor boat that glides through mangrove tunnels on its way to two or three waterfront bar and restaurants.

Set sail and enjoy the sunset on this peaceful 2-hour boat tour, where you can enjoy appetizers and sample wines from around the world. If wine isn't your thing, there will be a range of beers to sip on as you look out at the horizon.

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.

Top Key West Jet Ski Rental — Your Hour, Your Way. Skip the crowds and strict routes — this 1-hour freestyle jet ski adventure is all about freedom. After a short escort ride with a Six Fins guide, you’ll reach a calm, open-water zone where the ride is yours to create. ✅ Ride fast and kick up spray for an adrenaline rush ✅ Cruise slowly and take in Key West’s stunning coastline ✅ Anchor at a sandbar to swim, float, or simply relax ✅ Enjoy a private, flexible alternative to large group tours ✅ Perfect for repeat riders, thrill-seekers, or anyone short on time Whether you’re looking for speed, sightseeing, or simply space to play, this freestyle session delivers pure Key West jet ski freedom — no fixed itinerary, just maximum fun.