Top Florida Seasonal & Special Occasions

Enjoy a memorable evening on the water with Keylypso's Craft Beer & Wine Sunset Cruise. Glide along the Intercoastal as the sun sets over Palm Beach, providing stunning views of Peanut Island and luxurious waterfront estates. Sip on an array of craft beers and wines while relaxing in a spacious covered seating area. Soft music enhances the ambiance as you create unforgettable memories with friends or that special someone. This 2-hour cruise is perfect for any occasion, making it an ideal way to unwind and appreciate the beauty of Florida's coastline. - Duration: 2 hours of relaxation on a spacious catamaran - Enjoy craft beer, wine with great company - Maximum capacity of 34 guests for an intimate experience - Witness breathtaking views of the sunset and coastal scenery

Watch the sun set and the moon rise off the coast of Key West on this relaxing sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer, and soft drinks are included.

Take a daytime or evening cruise around Clearwater, Florida aboard the Calypso Queen. A lunch or dinner buffet, as well as an open bar featuring rum punch, wine, and beer, is included. A full bar and dessert available for purchase. The evening cruise includes a DJ and dancing.

Get on the water in Gulfport and let the captain of the Dolphin Quest get you up-close-and-personal with St. Petersburg’s local wildlife. This 40’ pontoon boat can fit two dozen guests who are keen to see rays, birds, manatees, and dolphins in the wild. You’ll pass by Pass-a-Grille Beach as the tour guide tells you about these marine habitats. A shady seat and restroom on board will keep you cool and comfortable.

Cruise into the sunset on St. Augustine’s sole all-inclusive sunset sail with unlimited beer, wine, and margaritas (non-alcoholic options available) on a luxurious catamaran. As you sip your drink and enjoy complimentary snacks, live music will accompany the colorful setting sun on the water, for an unforgettable night. See the historic city and its landmarks bathed in beautiful colors from the water.

Climb aboard a catamaran for a scenic sunset cruise departing from West Palm Beach. Admire views of the Palm Beaches and Peanut Island Park from the deck of a boat during this evening tour, including an on-board cash bar. Keep an eye out for wildlife including dolphins, manatees, and sea birds during this fun excursion on the water.

Experience Destin’s top-rated 3-hour Crab Island Sandbar Cruise aboard the Tiki Pub! This floating Tiki bar features a waterslide, onboard bathroom, and a fun, social atmosphere. Enjoy crystal-clear waters, dolphin sightings, and great vibes. Bring your drinks, relax, and make unforgettable memories. The best way to experience Crab Island—book now!

Planning a night out in Key West with entertainment can add up quickly. This Key West cruise saves you money by combining an open bar with musical entertainment as you sail the waters keeping an eye out for views of the sunset. Plus, it ends early enough to leave you enough time to bar hop afterward if you’d like.

Don’t miss your chance to experience new ways to play this Cool KIDS’ SUMMER at Walt Disney World® Resort with a 4-Park, 4-Day Ticket. Enjoy one-day admission to Magic Kingdom Park, Disney’s Animal Kingdom Theme Park, EPCOT and Disney’s Hollywood Studios - one park per day! Discover thrilling rides, world-class attractions and spectacular entertainment. Upgrade to include 4 PLUS visits for extra fun at water parks, mini golf and more! Valid for travel from May 26 to September 26, 2026 - book now for an unforgettable Disney adventure!

PLEASE NOTE: Booking 1 Traveler = 1 row that can seat up to 4 people. Book 2 travelers for groups of 5 - 8 people and you will get 2 rows! Get into the holiday spirit on a trolley tour of St. Augustine’s popular, annual Nights of Lights Festival! Traffic is heavy and crowds are thick for this high demand, often sold-out activity so book ahead to secure your preferred date and time and avoid disappointment! Hop on the trolley, sit back, pop on your 3-D glasses and enjoy a fully immersive holiday experience from more than 3 million lights along the city’s Historic District. After your trolley tour, enjoy a holiday cookie and a cup of hot apple cider.

Take time out from the daily grind and enjoy wine, beer, prosecco, and frozen cocktails on this two hour cruise along Miami’s coastline. Relax as the sun sets over Miami and then enjoy Miami’s spectacular nighttime skyline light up before you. You get 2 hours of relaxing music, unlimited drinks, and beautiful sights to unwind and de-stress with your family or friends. Seats are limited so make sure to book early. Please note this is not a party cruise, it is a way to relax after a hard week and enjoy the beautiful sights with an eclectic mix of music.

Cruise the beaches of Destin and ride the waves aboard the world's largest jet ski. See dolphins up close in there natural habitat as our boat is down closer to the water than most. Our experienced captain and crew will stop the boat for photo opportunities and answer any questions you may have through out the tour to the best of their knowledge. Also cruise by and see Crab Island on the tour. The tour is just 1 hour so it will not take up much of your vacation time. Tour is for ages 5 and up due to Coast Guard height restriction

Join us for a Crab Island Adventure, where our captain and crew bring the energy for a relaxed, fun-filled day on the water! You’ll go on a 5 minute boat ride to one of the area’s most popular destinations where you can kick back and enjoy a three-hour trip! Just sit back and relax with no hassle of renting your own boat! Crab Island’s name might be a bit misleading. It is not an actual island, it’s nothing more than a raised sandbar where hundreds of boats gather during the warmer months to enjoy the shallow emerald green waters. You will find mobile food boats and floating restaurants – providing everything from ice cream, BBQ, to coconuts! Traveling together? Book together! To guarantee everyone is on the same boat, please make one reservation for your entire group.

Soak up sunset views from the water's edge, and admire a perspective many visitors miss, on this Key West sailing tour. Sample up to eight different wines and/or five different beers as you sail, and indulge in a selection of gourmet hors d'oeuvres to accompany them. As you go, learn more from your crew, and enjoy a festive and celebratory way to toast to your trip.

Escape to 60 acres of tropical paradise with this admission ticket to Flamingo Gardens Botanical Garden and Everglades Wildlife Sanctuary. The gardens boast more than 3,000 species of rare and exotic, tropical, subtropical and native plants. The arboretum has some of the largest trees in the entire state of Florida. And the wildlife sanctuary is home to native-Florida animals like alligators, bobcats, otters, eagles, panthers, peacocks and, of course, the famous flamingos.

Combine two activities into one tour and save with this Key West sunset snorkel sail. Not only will you get to relax and listen to the music as you cruise on the Atlantic Ocean during sunset, but you’ll also get to snorkel in a nearby coral reef. Beverages and snorkel equipment are included for added convenience.

Swim among coral and tropical fish in Key West's living reef on this snorkeling excursion. Sit back and relax on a custom-built boat, and sail to the reef where a professional crew is on hand to provide snorkeling instruction and guidance. After your swim, enjoy included beer, soft drinks, and water on the boat for your ride back. All snorkeling equipment is provided.

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea. As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.

Ditch the crowds and escape to the wilderness of the Florida Everglades from Orlando on this airboat adventure. This exciting nature tour includes admission to the Wild Florida Airboats and Wildlife Park—with over 200 different animals like lemurs, sloths, zebras, watusi cattle, bobcats, and more that you try your luck spotting. Choose from two tour durations, giving you flexibility to tailor your schedule, and make memories to last a lifetime.

Step aboard an evening cruise for dinner and drinks while you take in views of St. Pete Beach. Watch over the landmarks of St. Pete and munch on food from the tropical-themed buffet. Open bar means you won't go thirsty while jamming to island music from the onboard DJ and other entertainment.

Avoid busy bars and clubs and get out on the water with this Miami boat party. Don’t worry about expensive bar tabs, as this is an all-inclusive party, with an open bar that’s stocked with whiskey, vodka, rum, tequila, and soft drinks. During the trip, access beautiful views of the Miami skyline, take part in dance contests, and enjoy great music from a live DJ and MC.

Get ready for the ultimate adventure on the water in Miami with this combination of a boat ride and a jet ski rental experience. Benefit from the flexibility of being able to choose from different jet ski rental time slots throughout the day, then get to the jet ski launch point with ease, as a boat ride from the marina is included. Later, once you have your jet ski, enjoy the freedom to ride independently or follow a guide.

This Fort Lauderdale Day/Night Time Reef Bottom Fishing Charter is perfect for anyone looking to experience deep sea fishing in just half a day. You’ll cruise past the stunning mansions on "Millionaire’s Row" before dropping your first line and feeling the thrill of the catch. The crew is always there to assist, and when you return, they’ll even clean your fish and recommend great local spots to cook it up fresh.