Top Florida Seasonal & Special Occasions

Experience a famous Florida Keys sunset from a boat with this private tour. Bring up to six people for a private cruise into Key Largo Bay. Keep an eye out for local wildlife including dolphins, manatees, and birds during the tour. Slow down and watch the sunset from a fresh perspective during this cruise.

Explore Shell Island and the waters of Panama City Beach on a partially guided jet ski adventure. Follow your guide across St. Andrews Bay in search of dolphins and other marine animals before enjoying free ride time to explore at your own pace. Combining guided wildlife viewing with independent time on the water, this experience offers a flexible way to discover one of the area's most scenic coastal destinations.

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.

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.

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

The Starlite Infinity offers more than a standard sightseeing cruise—it’s a full evening experience on the water. Guests can enjoy scenic views along Clearwater Beach and the Intracoastal Waterway, relax in comfortable indoor seating, step outside to open-air deck spaces, sip cocktails, enjoy DJ entertainment, and dance as the night continues. What makes this cruise unique is the combination of atmosphere, entertainment, and flexibility. Your ticket includes the cruise, reserved seating, music, and dancing, while freshly prepared dining and beverages are available for purchase on board. It’s an ideal choice for date nights, celebrations, visitors, locals, and groups looking for a memorable night out on the water. If you are joining another party or reservation, please note the reservation name in the "Special Requirements" section on the booking page.

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

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.

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.

Clearwater has some of the best voted beaches in the United States and this exciting tiki tour is a great way to experience the Gulf waters. Hop aboard the only U.S. Coast Guard certified tiki boat in Clearwater Beach for a fun day under the sun. Perfect for celebrations, this cruise can hold over a dozen people for a party. An open bar with beers and cocktails is included.

Enjoy a 3-hour half day cruise to Crab Island in Destin on a tiki boat! Relax on the water, swim at the sandbar, and enjoy water games, floats, and cold drinks. This guided boat tour to Crab Island includes a licensed captain, cooler with ice, and all safety gear. Perfect for small groups, large groups and families. Book your Destin half day boat tour to Crab Island today!

Watch the sun set over Key West from the deck of a traditional schooner on an evening sailing experience with a full open bar. Settle into the rhythm of the water as the crew sails offshore, taking in unobstructed Gulf views while bartenders serve cocktails, wine, and spirits throughout the cruise. Combining classic sailing with an easygoing onboard atmosphere, this is a memorable way to experience Key West at sunset.

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.

Set sail on a lively 3-hour Premium Tiki Boat trip to Crab Island in Destin, Florida, where adventure and relaxation await. This picturesque sandbar, with its shallow, knee-high waters, invites guests to disembark and enjoy the sun-drenched surroundings. As you wade into the crystal-clear, turquoise waters, you can enjoy soaking up the vibrant atmosphere filled with laughter and music. The sandbar is perfect for socializing, swimming, or simply lounging in the sun while surrounded by stunning views of the coastline. With the gentle sway of the tiki boat and the warmth of the Florida sun, this trip offers a delightful escape into paradise, creating lasting memories in this idyllic setting. ***Spacious restroom on board***

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.

St. Augustine’s Nights of Lights festival is among the historic city’s most celebrated events—but you can only get partial views while walking with the crowds on land. This evening boat tour makes the most of the scene, catching the lights and their twinkling reflections on the waterfront. And with a guide onboard, you’ll get fascinating insights you wouldn’t find on your own.

Limited to an intimate number of passengers, this small-group sunset sail includes an up-close look at dolphins and views of Key West landmarks like Mallory Square, Sunset Key, and Fort Zachary Taylor. Relax on the luxury catamaran to watch the sunset while enjoying tapas such as shrimp cocktail served with wine, champagne, and other alcoholic beverages included in the price.

Gather round goblins, gargoyles, ghosts and all! Mickey’s Not-So-Scary Halloween Party is making its return to Magic Kingdom® Park! Join for a ghoulishly good time filled with everything from a themed parade and spelltacular stage show to favorite Characters, a festive fireworks extravaganza and plenty of sweets for all trick-or-treaters. Choose from select nights August 7 – October 31, 2026. Come on...Let’s Boo This! ** Capacity for this event is limited, so get your tickets soon.

Getting a private boat tour of Miami Bay typically means sourcing a vessel, a captain, and planning a route independently—this private evening tour handles all three in one booking. A captain navigates the bay while your group takes in Star Island and the city's waterfront landmarks, with a Bluetooth radio and a cooler with ice on board throughout.

Avoid the crowds and long lines this Holiday Season by seeing the Nights of Lights from a state-of-the-art Low Speed Vehicle, or electric golf cart. The maneuverability of our open-air cart will get you closer to the action than any other tour. Small groups. You won't feel like a sardine on our tours! Enjoy more than 3 million lights along the city’s Historic District the intimate way, with First Coast Cart Tours.

Hop aboard the world’s largest jet ski and head out from Destin in search of bottlenose dolphins. Set off through Destin Harbor and cruise the coastline taking in the local beaches from the water. Once out into the open Gulf, your captain slows down whenever dolphins appear, giving everyone time for photos.

Check out Crab Island in style on this tiki hut-inspired pleasure cruise. Let your captain steer you and your group to their favorite spot on the sandbank where you can kick back, relax, take a dip, and sip a drink in the crystal blue water. And don’t worry, there’s a restroom on board. This tour is not recommended for travelers with heart problems or serious medical conditions.

Experience the Indian River Lagoon's dazzling bioluminescence, just steps from Orlando, on this small-group tour. Paddleboard or kayak under the stars surrounded by glowing dinoflagellates, creating a mesmerizing natural light show with each stroke. Look out for Comb Jellies, native to the lagoon, which light up upon contact. Equipped with nets, gently scoop up these jellies for a close-up view as they illuminate the night, offering an unforgettable adventure in nature's wonder.