Top Islamorada Seasonal & Special Occasions

Enjoy the sunset as you cruise on your private pontoon boat on the bay side of Islamorada. Your captain takes care of navigation so you can just relax and keep your eyes peeled for dolphins. Use provided coolers stocked with ice to cool your own beverages. Relax, drink in hand, as you watch the sunset. Then do some dancing under the disco ball if you like.

Escape to the turquoise waters of the Florida Keys on a relaxing tiki boat cruise through beautiful Islamorada. As you glide along the coastline, you'll enjoy breathtaking views of crystal-clear waters, tropical scenery, waterfront homes, and the island’s laid-back charm. Feel the warm ocean breeze, unwind with your favorite drink, and experience one of the most scenic destinations in the Keys from a unique perspective on the water. Whether you're celebrating a special occasion, spending time with friends, or simply looking to relax, this cruise offers the perfect blend of sightseeing, island vibes, and unforgettable photo opportunities. From stunning coastal views to spectacular sunsets and local wildlife sightings, every cruise provides a memorable way to experience the natural beauty of Islamorada.

Take a break from hopping around the Florida Keys and hop around Islamorada’s sunny sandbars on a private tiki boat. Bring the bar with you as you slide onto a boat with a cooler ready to chill your favorite beverages. Drop anchor at a sandbar and choose how you want to relax by sipping on a cold drink atop the custom surfboard bar or jumping into the water for a refreshing swim.

Our captains, boats, and fact we customize every trip to every clients dream day is what sets us apart and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a motel 6 right up the road, and that's the type of experience we aim to provide. Discover the magic of Islamorada aboard a luxurious private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Bathroom ⇛ Bluetooth / AUX audio ⇛ Children's & Infant Life Jackets ⇛ Cooler / Ice Chest ⇛ Deck / Washdown Shower ⇛ Enclosed Cabin to escape the sun, weather, or just take a break ⇛ Large Sunpad to Sunbathe ⇛ Refrigerator ⇛ Stateroom for Infants & Children to Lay Down ⇛ Sunroof ⇛ Swim ladder Join us for a trip by booking today!

Experience the beauty of the Florida Keys on a relaxing 2-hour tiki boat cruise through the waters of Islamorada. Led by a USCG-certified captain, this small-group cruise offers the perfect combination of sightseeing, island vibes, and fun on the water. Enjoy your favorite music through the onboard Bluetooth sound system, keep your drinks chilled with the provided ice and cooler, and take in stunning coastal scenery along the way. As you cruise through Islamorada’s turquoise waterways, keep an eye out for dolphins and other marine wildlife that are frequently spotted in the area. With space for up to six guests, this intimate tiki boat experience is ideal for couples, families, friends, and special celebrations. - 2-hour tiki boat cruise through beautiful Islamorada. - Watch for dolphins and other marine wildlife in their natural habitat. - Connect your playlist to the onboard Bluetooth sound system. - Ice and cooler provided, making it easy to bring your favorite beverages.