Top Florida Holidays - page 2

This wine tasting experience offers a structured yet approachable way to build your understanding of different varieties. Guests develop practical tasting skills and gain insight into wine production, helping improve future wine selection. The guided format ensures clear takeaways for all levels, while the small-group setting supports conversation and shared learning. With five wines and paired bites included, it provides a social experience in a convenient historic location.

Explore Key West by land and water on a full-day tour with round-trip bus transport from Miami and a snorkeling cruise. Gorgeous scenery on the Overseas Highway to Key West means it’s best to let someone else drive, so you can just sit back and enjoy the view. After free time to explore Key West on your own, board a catamaran for a luxurious trip to a great snorkeling spot on the coral reef.

Explore the Tampa, Florida bar scene from the comfort of a street-legal golf cart and a driver to help you get around with ease. From Downtown Tampa to the hip Channel District to Tampa Heights, and more, let your tour leader show you some of the best spots in the city. If you’d like to lean into a specific vibe, just let your guide know.

Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

Explore Kings Bay in a relaxing way, and without getting wet, on a scenic afternoon cruise. Sail around the Crystal River National Wildlife Refuge and look for local wildlife such as manatees, dolphins, otters, and turtles. Enjoy commentary about the ecosystem and history of the area from your captain while you cruise.

Travel from Fort Lauderdale to Key West with ease on this full-day tour. Drive across the famous 7 Mile Bridge straddling the Gulf of Mexico and Atlantic Ocean on your ride into the Keys, and then explore the island on your own or get out on the water with optional activities that you can add upon booking, including snorkeling, trolley, and a glass-bottom boat tour.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

Cruise the stunning waters of Destin on a private 3-hour adventure to Crab Island aboard the Tiki Pub. This unique floating Tiki bar, equipped with a waterslide and bathroom, sets the stage for a fun, social atmosphere. Bask in the sun, keep an eye out for playful dolphins, and enjoy the crystal-clear waters as you sip your favorite drinks. Perfect for groups looking to relax and create lasting memories in a vibrant setting. - 3-hour private cruise to Crab Island on the Tiki Pub with up to 6 guests - Enjoy a floating tiki boat with a waterslide and onboard bathroom - Spot dolphins and soak in the beautiful Destin waters - Bring your own drinks for a personalized experience

Charter a private double-decker pontoon boat to explore the clear blue Emerald Coast waters off Destin and visit Crab Island. Your captain takes care of all navigation and logistics while you and your crew relax aboard the premium vessel. Make good use of the Bluetooth JBL PartyBox speaker, paddleboard, lily pad, beer pong mat, inflatables, and cooler. Bring your own drinks and snacks to fill the cooler.

Enjoy The Beautiful Emerald Coast Beaches or cruise out to Crab Island on this Three Slide Double Decker. Premium Seating, Waterslides, Paddleboards, Lily Pad, Bluetooth Radio & more. The Pontoon is designed for family gatherings, Birthdays, Bachelorette Parties and other Occasions. The Double Decker will be rented with Captain Only. Maximum Passenger is 12 plus the captain. CAPTAIN WILL ACCEPT PAYMENT AT THE DOCKS Feel free to bring your drinks and snacks (No Glass) Additional items provided include: Bluetooth JBL PartyBox Speaker, Two Paddleboards, Lily pad, Beer Pong Matt, Cooler (Ice upon request)

Tampa is known for its party scene, but the city bars can be overcrowded and even uncomfortable at times. Take your private party to the water with this 90 minute - Tiki Boat Cruise in Tampa – BYOB. You’ll bring your own snacks and drinks and get to sip as you cruise down Hillsborough River on a unique, floating tiki bar. Pass skyscrapers and downtown Tampa as you party with your own group.

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.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

Take your booze cruise to the next level and hop on a floating tiki bar on Clearwater Beach. Gently float on the Gulf of Mexico while enjoying your favorite cocktail and admiring the natural landscape of Florida’s coast. Bring your choice of beverages and snacks on board and play your favorite tunes with the provided Bluetooth speaker for a relaxing day on the water.

The annual Night of Lights celebration is one of St. Augustine’s most popular events. Running from November through January, the Ancient City lights up with more than 3 million sparkling lights that dance along the centuries-old architecture. Explore Old Town and other historical areas illuminated by this joyous event during a private golf cart tour. No matter if you love holidays or history, this special experience is sure to leave a smile on your face.

Look for dolphins around Boca Ciega Bay in St. Pete Beach on a cruise in the Tampa Bay Area. Continue into the Gulf of Mexico to visit Shell Key island, a wildlife preserve where you can snorkel, swim, or collect shells on the beach. Depending on the season, you might spot dolphins, manatees, rays, and a variety of seabirds. This family-friendly tour offers both a late morning and afternoon departure, making it easy to suit your schedule.

Make sure you tick off the most important highlights of the Everglades with an experienced guide in the lead when you book this Everglades airboat tour. Race through the River of Grass listening to in-depth commentary on the local environment and wildlife. Plus, round-trip transport from Fort Lauderdale is provided for a stress-free adventure.

Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat for an easy day out. Whether you’re a beginner or an experienced angler, your captain and crew assist with your fishing skills. Fish for reef species like snapper, grouper, and mackerel. A fishing license and all bait are included, and the boat features restrooms, shaded seating, and a small galley with snacks and drinks for your convenience.

After a long day of work or sightseeing, treat yourself to a relaxing 2-hour sunset cruise in Key West. Climb aboard the 47-foot catamaran and set sail along the scenic Floridian coast as the sun sinks into the water. Enjoy unlimited South Florida craft beer, California wine, and hand-crafted cocktails for the duration of the tour.

Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate like never before. This VIP experience is designed for fun, style, and unforgettable memories with your group. Adventure Highlights • Biscayne Bay Cruise: Discover iconic Miami scenery from the water • Millionaire’s Bunker: Cruise past the waterfront homes of celebrities like Jeff Bezos, Ivanka Trump, and Tom Brady • Marine Life: Spot dolphins, turtles, and manatees along the way • Sandbar, Snorkeling & Island Stop: Anchor in shallow, warm waters to swim, snorkel, or simply unwind Onboard Experience • Bluetooth sound system — be your own DJ • Water, ice & cooler included • Bring your own food, drinks & decorations • Amenities: fridge, floating mat, bathroom & bedroom • USCG-certified vessel with a licensed captain Fully Customizable — Ideal to: • Bachelorette & Bachelor Parties • Marriage Proposals • Birthdays • Sunset Cruises By DolphinWaterSport with over 1.2k reviews on Google

Harken back to yesteryear on a fun Fort Lauderdale sightseeing cruise aboard the Carrie B paddlewheeler. Sail past yachts, mansions, and cruise ships along the New River, Intracoastal Waterway, and Port Everglades. Spend time on the open sun deck, sit outside under a canopy, or in air-conditioned comfort on the main deck. The captain narrates the tour and a full-service bar and light snacks are available to purchase.

Cruise along Fort Lauderdale’s historic New River and enjoy a delicious barbecue dinner on this cruise. Board the Jungle Queen Riverboat and see the luxurious mansions and yachts along Millionaire’s Row, stretching from the Bahia Mar Yachting Center to the Intracoastal Waterway. The cruise travels to a tropical isle for an endless dinner offering barbecue ribs, and chicken with all the trimmings. Then experience a laugh-out-loud variety show to cap off an enjoyable and entertaining evening.

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 our public activities or having an intimate celebration with your chosen ones on private outings. Fancy a tipple while the waves lap around you? Bring your beverage of choice – just remember, BYOB! Safety and fun go hand-in-hand at Tiki Pub. Every voyage is captained by our experienced crew, ensuring your adventure is smooth sailing from start to finish. Plus, for those looking to have a blast without splashing too much cash, we offer a wallet-friendly option to revel in Fort Myers' captivating waterways.