Top Florida Sailing Tours - page 6

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.

Sail into the vibrant Miami nightlife aboard a double-decker boat for the ultimate party experience. This 3-hour Miami booze cruise offers a unique nightclub atmosphere on the water, complete with a FREE open bar serving unlimited mixed drinks, wines, and beers. Dance to the beats of a live DJ as you cruise along Biscayne Bay, soaking in the stunning skyline and breathtaking sunset views. Perfect for birthdays or a fun night out with friends, ensuring a lively environment for all. - Enjoy unlimited drinks including mixed cocktails, wines, and beers - Dance to a live DJ while cruising through Biscayne Bay - Depart from the iconic Bayside Marketplace in Downtown Miami - Guests must be 21+ with valid ID; wheelchair accessible but strollers not allowed

What makes this experience truly special is that it is a private charter designed entirely around your group. Unlike crowded tours with fixed schedules, this trip offers a relaxed and flexible experience where the day can be tailored to what you enjoy most. Guests have the opportunity to explore some of the area’s most beautiful natural surroundings, including the pristine waters and beaches of Shell Island. Along the way, it’s common to encounter local dolphins in their natural habitat, creating memorable moments that feel personal and authentic rather than rushed. The trip also combines several experiences into one outing—dolphin watching, snorkeling, exploring the island, and simply relaxing on the water. You’re not limited to a strict itinerary, which allows you to spend more time doing what you love, whether that’s snorkeling, searching for wildlife, or enjoying the peaceful scenery.

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks, light snacks, Bluetooth music, paddleboards, floating mat, snorkel gear, towels, shaded seating, and spacious lounge areas included. Each trip is customized around your group’s priorities, whether you want scenic cruising, swimming, relaxing, sightseeing, sunset views, or a special celebration on the water.

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — South Florida’s pink party boat for unforgettable girls’ trips, birthdays, bridal showers, and sunset cruises. Cruise the beautiful Intracoastal waters, swim at sandbars, relax on a stylish pink boat, and enjoy the perfect mix of coastal luxury and fun. Ideal for bachelorette weekends, influencer trips, champagne cruises, and celebrations of all kinds. Conveniently located near West Palm Beach, Peanut Island, Jupiter Inlet, and Palm Beach sandbars. Bring your favorite drinks, playlists, and crew — we’ll handle the vibes, floats, and unforgettable photo ops. Perfect for tourists and locals looking for a unique Palm Beach boat charter experience.

Set sail on a private charter in Panama City, FL, where relaxation meets adventure. Captain Jon and his co-host Carrie create an intimate atmosphere perfect for couples, families, or friends seeking a memorable outing. Whether it's a romantic date night or a family adventure, you’ll enjoy smooth sailing on beautiful waters. As you glide across the waves, you’ll fall in love with sailing, whether it’s your first time or your hundredth. These beautifully restored classic sailboats are truly works of art and the attention to detail is clear once on board. Dive into the beauty of the coast and create lasting memories with Sail & Co.

Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your favorite people and set sail on our spacious 48' private yacht "La Vie Dansante" through Florida’s stunning Intracoastal Waterway. Imagine chasing playful dolphins, passing under scenic bridges, gliding past the iconic Ponce Inlet Lighthouse, swimming at secret sandbars, and soaking up epic sunset colors that light up the sky. Whether it’s a fun day cruise, romantic sunset sail, or custom celebration, Captain Al makes every moment relaxed, exciting, and totally unforgettable. Pure joy on the water—your way!

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks, light snacks, Bluetooth music, paddleboards, floating mat, snorkel gear, towels, shaded seating, and spacious lounge areas included. Each trip is customized around your group’s priorities, whether you want scenic cruising, swimming, relaxing, sightseeing, sunset views, or a special celebration on the water.

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks, light snacks, Bluetooth music, paddleboards, floating mat, snorkel gear, towels, shaded seating, and spacious lounge areas included. Each trip is customized around your group’s priorities, whether you want scenic cruising, swimming, relaxing, sightseeing, sunset views, or a special celebration on the water.

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks, light snacks, Bluetooth music, paddleboards, floating mat, snorkel gear, towels, shaded seating, and spacious lounge areas included. Each trip is customized around your group’s priorities, whether you want scenic cruising, swimming, relaxing, sightseeing, sunset views, or a special celebration on the water.