Island Adventures Activities

Turn the Florida Keys into your personal playground on a fully private charter for up to 6 guests. Snorkel vibrant reefs, relax at the world-famous sandbar, hop between lively waterfront bars, or cruise calm backcountry waters with stunning views. A friendly, knowledgeable captain tailors the itinerary to your group and the day’s conditions ensuring maximum fun, zero crowds, and no strict schedules. Depart from a luxury marina with pool, tiki bar, and private parking, and enjoy a personalized Keys experience from a proud veteran-owned operation. Book your experience today!

Create the perfect day on the water with a fully private charter in Islamorada. Snorkel colorful coral reefs, relax at the iconic sandbar, visit popular waterfront bars, or explore calm backcountry waters filled with stunning views. With the entire boat to your group of up to 6 guests, there are no crowds, rigid schedules, or limits—just a customized adventure built around what you want to do most. Enjoy complete freedom, comfort, and fun in the heart of the Florida Keys. Book your experience today!

<br><font size="5">Traveling with a bigger crew? Island Adventures has you covered.</font><br><br> ⭐ Private charter for up to 12 guests across multiple boats<br> ⭐ Boats travel side-by-side so the group stays together<br> ⭐ Fully customizable itinerary: snorkeling, sandbar, bar-hopping, sightseeing, or cruising<br> ⭐ Luxury departure location with private parking, tiki bar, and pool access<br> ⭐ Veteran-owned and operated with captains who know the Keys inside and out<br> ⭐ Perfect for weddings, reunions, bachelor/bachelorette parties, or group celebrations<br><br> For groups larger than 6, we offer a unique multi-boat private charter designed for up to 12 passengers. With two boats running side-by-side, your group can explore the Florida Keys together while still enjoying the intimacy, comfort, and flexibility of smaller vessels. This isn’t a party boat with strangers—it’s a coordinated, private experience built just for you. Perfect for families, wedding parties, corporate outings, or friends ready to celebrate in true Keys style.

<br><font size="5">Step aboard for a one-of-a-kind evening on the water with Island Adventures. </font><br><br> ⭐ 1-hour private sunset cruise through the calm waters of Florida Bay<br> ⭐ Witness Islamorada’s world-famous sunsets—some of the most beautiful in the world<br> ⭐ Intimate setting for up to 6 guests—never shared with strangers<br> ⭐ Luxury departure point with private parking, tiki bar, and pool access<br> ⭐ Veteran-owned and operated, offering a personal and friendly touch<br><br> This relaxing 1-hour private cruise takes you through the calm waters of Florida Bay, where you’ll witness Islamorada’s world-famous sunsets. With fiery oranges, soft pinks, and deep purples painting the sky, there’s no better way to end your day in the Keys. Intimate, unrushed, and designed just for you—this is the perfect experience for couples, families, or friends seeking an unforgettable evening on the water.