Enjoy a beautiful Key West sunset while sailing on our 42' Sailing Catamaran. It has over 1000 feet of deck space. We will make sure that you will enjoy this catamaran sailing in Florida. Our crew are biologists or trained by one!... More

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More

Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. Cruise along Downtown St. Petersburg’s scenic waterfront and watch the city glisten in the setting sun. This is a luxury, two-hou... More

Enjoy some time on the water with this 8-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More

Your 1.5 hour sunset charter on our 50-foot sailboat Ohana will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. With ... More

Enjoy the day on the water with friends and family with Dolphin Water Sport. Our +650 reviews on Google with a score of 4.9 guarantee our quality. Come aboard our Boat and Yacht to enjoy an incredible Boat Trip in Miami. We'll cr... More

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More

Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and best marina in SOUTH BEACH... We've found the boats, brought on the food and drinks, and made sure that everything that a good y... More

Show up in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take you to some of the best spots the area has to offer while you are visiting the Emerald Coast. ... More

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stiletto Catamaran. Harnessing the power of the wind as we sail along these beautiful waters is magical. You might even get to experie... More

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the ... More

Set sail on North America's largest day sailing Catamaran, The Caribbean Spirit, and Miami's premier sailing and swimming activity. We include water, soda and peanuts and pretzels to snack on while onboard, Our guests are welcome ... More

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Join us aboard Schooner America 2.0 in Key West and learn about the night’s sky with live narration from a seasoned astronomer! During this stargazing cruise, enjoy narration led by NASA Solar System Ambassador and Key West resi... More

Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjoy the intimate atmosphere of this private sailing trip as you admire Florida Keys sparkling skyline at dusk . Allow your expert sk... More

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on ou... More

This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon one of our historic schooners. This trip has a capacity of up to 26 people, and a selection of sodas, beer, and wine are included... More

This day typically lasts about four hours (or can be 8) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the o... More

This day typically lasts about four hours (or can be 8) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the o... More