Cruising in the Florida Keys on a Floating Tiki Bar is very unique. Each tiki boat holds up to 6 guest. We stream music on a ipad, stop for swimming and if lucky see wildlife! Trips can be private or with other groups. ... More

Join us with your family and friends for an unforgettable customized adventure. Our crew will work with you to create a one of a kind experience, whether it is to the Beautiful Crab Island, Dolphin Watching or a taste of the heart... More

Let us whisk you off your feet with tastings of rare bourbons expertly paired with the finest chocolates on our 2 hour tour of the Destin Harbor. This is an exclusive opportunity to sail the Emerald Coast aboard a private yacht wh... More

Pedal your way on the ultimate cruise on the beautiful waters of Daytona Beach FL. Paddle Pub is a 20 passenger, a pedal-powered pontoon boat for the ultimate party on the water. Equipped with a sound system, 12 cycle boat pedalin... More

Take a ninety minute boat ride and experience the beauty of the Destin Harbor and Choctawhatchee bay aboard our Pontoon boat that is equipped with comfortable seats, a table and full bimini top. Our USCG licensed charter boat ca... More

Make some lasting memories with a day cruise on the spectacular waters of Little Sabine Bay and Santa Rosa Sound! You may see Osprey and Pelicans diving for fish, Stingrays scooting through the shallows, and possibly even a few Do... More

Get set for a full-day self-guided tour of Miami with 3 of our most popular tours all in one. Start your day with a departure from Lincoln Road to Everglades National Park for an amazing wildlife show and 45-minute airboat ride. R... More

Come experience the Crystal clear waters and sandbar island surrounding the Florida Keys. This tour can be completely tailored to whatever you have in mind. From drinking and relaxing on the sandbars to a full eco-tour through t... More

Your Tripshepherd Tours Guide will greet you at either your downtown Miami or South Beach accommodations and begin your fully guided tour in the comfort of one of our complimentary vehicles, passing by the Venetian Bridge. Next, ... More

Accommodating up to 13 passengers, the 62' Azimut's saloon's open layout offers excellent views and has an open conversational area as main focus. Form and function combine in the 62’s helm station, which continues the boat’s ... More

In the cockpit the large surfaces, the grand heights, the freedom of movement, and the convivial spaces dominate. A deep sense of harmony with the sea merges with the wonder of discovering such a feeling of openness of being on bo... More

When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you plan the perfect experience for you and your guests! You'll sail around Shell Island into the Gulf of Mexico, while you enjoy dol... More

Discover the charm of Crab Island with a local twist aboard a roomy 35-passenger catamaran. This tour offers daily trips to the renowned sandbar, where you can swim in clear waters and soak up the sun. Perfect for both first-time ... More

Set Sail for Tiki Revelry in Key West's Historic Seaplane Basin! Cruise to Key West's unique Seaplane Basin. In the early 1900s, this spot buzzed with activity as seaplanes took off and landed. Today, it's a vibrant harbor where c... More

Come see an amazing sunset on the Gulf! Some of the best sunsets in the world are in SW Florida—best seen on a sunset boat tour! There’s something truly magical about the sunset hour in South Florida. With stunning skies ever... More

An entertaining way to view Destin from a whole new perspective. Come cruise along with us on our comfy pontoon with room to lounge and relax. Cruise the Destin Harbor & canals. View all the fancy homes, beautiful large boats and ... More

Key West is famous for stunning sunsets, and this dinner cruise offers the perfect way to enjoy them. Savor breathtaking views as the sky transforms, while indulging in a tropical buffet, live music, and incredible vibes. It’s a... More

Embark on the ultimate coastal adventure and experience the epitome of luxury with our private boat charter to Crab Island! Leave the crowds behind as you step aboard your very own floating paradise, complete with a skilled captai... More

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More

Key West Water Fun with Snorkeling, Sunset Cruise, Dinner, Live Music and open Bar. Enjoy a bright and early morning snorkel Catamaran cruise departing 9 am for a full morning of Snorkeling fun. Return at 12:00pm and have 4 hours... More