Top Key West Seasonal & Special Occasions - page 2

Getting out on the water is one of the best ways to explore Key West, but many big tours cram their boats with passengers. This private tour promises an un-crowded experience. Head out onto turquoise water aboard a unique tiki bar boat and look out for marine life such as turtles and dolphins as you cruise to a sandbar where you can swim or just soak up the sun.

Set sail on the schooner Appledore for a scenic cruise from Key West. Join the crew to raise the sails, take a turn at the wheel, or just soak up views of the gorgeous Florida coast with a cocktail. Choose a time for your sunset sail in the late afternoon or early evening, and then enjoy a selection of drinks during your time on the water.

The lower Florida Keys and Key West are popular destinations for fun in the sun. Experience this unique chain of islands with a luxury private charter. You’ll hop aboard with a local captain who is ready to sail you into the sunset. Customize your itinerary with stops like snorkeling the coral reef, viewing Mallory Square from the water, having a drink on the sand bar, or checking Dry Tortugas National Park off of your list.

Get a different perspective of Key West and visit some lively local spots at the same time during this haunted pub crawl tour. Take a journey through the streets of Key West as your guide regales you with scary stories. From eerie tales of possessed dolls to creepy encounters with the macabre, enjoy the entertainment as you visit various landmarks.

The Aqua Drag Show offers the best nighttime entertainment in Key West. Sip on the Island's best cocktails while you enjoy the fun tunes, costumes, and best drag performers. Take home a story of hilarity and a truly unique Key West must-do experience.

Escape to Lake Country for a delightful day of wine tasting during this Kelowna wine tour. With complimentary hotel pick-up and drop-off in a comfortable and vehicle, you can enjoy a restful journey between each stop on your journey. Embark on a day of sipping and savoring at the Valley's finest wineries. Whether it's a romantic retreat or a corporate affair, this tour can be tailored to suit your desires.

You’ll see more than swimmers playing in the tropical waves of Key West. Hop on this boat cruise and watch pods of dolphins leap from the waters just off the coast of the Florida Keys. When the boat slows, it’s time to strap on your snorkel equipment and dive down to the reef system. Spot more sea life as you glide across the water back to shore, enjoying your fill of unlimited beer and soft drinks.

If you’re traveling to Key West for a special occasion, such as an engagement, anniversary, family reunion, or wedding, capture the moments with the help of a professional photographer. Plan to meet at your resort or the beach to have a personal photo shoot and receive the edited photos within two weeks.

Cruise alongside Key West’s picturesque waterfront in style during this private sunset tour aboard a charactered tiki bar boat. Enjoy BYOB drinks in a floating, thatched bar, complete with private restroom, bluetooth-equipped television and stereo, and padded bar stools. Head past attractions like Sunset Pier, Mallory Square, Wisteria Island, and Trumbo Point, with cruises timed to capture the coastline’s famous sunsets.

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.

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.

Join this combo Key West adventure, where you’ll be up close with dolphins, either watching them from the boat or snorkeling with them, and also getting off the boat to check out some local attractions. All the logistics are taken care of for you, so you just need to grab a drink at the open bar, then relax into the tour. Cap it off with a trip to the Sails and Rails Museum for a history lesson.

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

There’s so much to see and do in Key West during your vacation and this unique activity combines some of the best experiences into a single tour. You’ll begin with a few hours of snorkeling where you might see eagle rays or sea turtles swimming around the reefs. Back on the boat, you’ll seek out playful dolphins and watch them leap from the water. Finally, a sunset dinner with an unlimited open bar and live music caps off the experience.

Explore the waters of Key West in style with a customizable boat charter. You'll sail out in a luxury vessel that has a mix of shaded and open outdoor seating and an air-conditioned cab in case the temperatures get too hot. You'll also have access to snorkeling equipment if you want to get in the water or a spear gun if you want to do a little fishing.

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there is plenty to see on the water’s surface or circling in the blue sky above you. Perhaps an osprey will plummet down to the water to catch its lunch or a pelican will make a splash landing near the schooner. A pod of dolphins may surface or you might spot a turtle floating by. Talented bartenders stand ready to craft your favorite cocktails, pour glasses of fine wine, or serve up refreshing local beers. Sip on our signature Bloody Mary or Dark & Stormy as you watch the scenery drift by, or opt for a chilled glass of champagne to celebrate the beauty of the moment Your crew will share history and natural beauty of the Florida Keys, pointing out points of interest along the coastline and sharing tales of seafaring adventures past. There's something for everyone to discover aboard the schooner.

Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beautiful sunset while on the water. We provide 8 Varieties of Wine - 4 Red, 3 White & a Champagnoise • 5 Premium Beers - Imported & Domestic • Charcuterie Boards - Meats, cheeses, crackers, fruit, crudités, chocolate • Sodas and bottled water

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

Combine a day at the beach with a sunset sail on this full-day day combo tour from Miami. Enjoy unlimited water activities, including snorkeling, kayaking, paddleboarding, parasailing, and more, at Smathers Beach, or just soak up the sun. Afterwards, enjoy a sunset sail on a catamaran with open bar and live music.

Save money on top New York City attractions without investing in private transportation and a guide with this New York City sightseeing pass. Make your own way to the Statue of Liberty, Ellis Island, National September 11 Memorial and Museum, and Battery Park—your tickets are booked in ahead for hassle-free entry, and an audio guide is included to provide essential information about each location.

Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times available upon request. Let's go sailing!

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 skipper to ensure a smooth sail as you enjoy each other. Absorb the amorous ambience and feel the warm ocean breeze caress your skin as you explore the Atlantic Ocean. 2-hour private sailing trip skyline as you sail with a professional skipper on sail boat. Enjoy the warm sea breeze and enjoy each other. Choose a sunset tour for the ultimate romantic experience!

I’m a seventh generation local captain. I will take you out on my personal boat to the most beautiful islands I know of down here where we will have options to go look for Dolphin, snorkel, paddleboard, watch beautiful sunsets, light tackle fishing and whatever else you can think of here on the beautiful Florida Keys waters