5
Island Adventures
World Famous Islamorada Sandbar Trip
Easy, private sandbar days in Islamorada for couples, families, and small groups who want to float, sip, and relax in crystal-clear water without the crowds.
- 2, 3, or 4-hour private charter to the world-famous Islamorada Sandbar
- Just your group on board – no strangers, no rowdy party boat
- Wade and lounge in waist-deep turquoise water with your own floating “beach”
- Bring your own drinks and snacks, play your music on the boat’s sound system
- Perfect for non-swimmers, mixed ages, and anyone who just wants an easy, fun day
- Depart from Angler House Marina, a private bayside marina with easy parking and facilities
If you want a low-stress, “this was our favorite chill day in the Keys” experience where everything is handled for you, this is it. You show up, your captain handles the rest.
Book your private sandbar charter now to lock in your preferred time.
Read more
Private Islamorada Snorkeling Charter
Private, easy, “best day of our vacation” boat days for couples and families who want zero hassle, no crowds, and everything handled for them.
- Your own licensed captain – just your group on a private boat, no strangers
- Swim over living coral reefs with turtles, rays, and tropical fish
- Snorkel iconic spots like Alligator Lighthouse, Hen & Chickens, and Cheeca Rocks (conditions allowing)
- Depart from a private luxury marina with pool, tiki bar, and on-site parking
- Flexible, chill itinerary: reef snorkeling, sandbar lounging, or island hopping – you choose on the day
- Quality snorkel gear included (or bring your own if you prefer your own fit)
This isn’t a cattle-boat tour. It’s a relaxed, private water day where your captain plans the details, handles the boat, and you just show up, sip, swim, and make the memory that everyone calls “the best day of our trip.”
Book your private snorkeling charter now to lock in your preferred day and departure time.
Read more
Your Adventure, Your Way — Custom Private Charter
Book today and make the Florida Keys your playground.
- Completely private charter for up to 6 guests
- Choose your adventure: snorkeling, sandbar lounging, bar-hopping, or sightseeing
- Flexible itinerary tailored to your group and weather conditions
- Cruise the Florida Bay and Atlantic with a knowledgeable, friendly captain
- Luxury departure point with pool, tiki bar, and private parking
- Veteran-owned and operated for a personal, welcoming Keys experience
With Island Adventures, every trip is personalized. When you book a fully private charter in Islamorada, the day is designed entirely around you. Snorkel vibrant reefs, anchor at the world-famous sandbar, hop between lively waterfront bars, or simply cruise the backcountry waters and soak up the scenery. This isn’t a cookie-cutter tour—it’s your adventure, your way. No crowds, no schedules, no compromises. Just pure freedom on the water with up to 6 guests.
Read more
Private Islamorada Sunset Cruise
Step aboard for a one-of-a-kind evening on the water with Island Adventures.
- 1 or 2-hour private sunset cruise through the calm waters of Florida Bay with an available sandbar stop for the 2 hour trip
- Witness Islamorada’s world-famous sunsets—some of the most beautiful in the world
- Intimate setting for up to 6 guests—never shared with strangers
- Luxury departure point with private parking, tiki bar, and pool access
- Veteran-owned and operated, offering a personal and friendly touch
This relaxing 1 or 2 -hour private
cruise takes you through the calm waters of Florida Bay with an optional sandbar stop for an additional charge, 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.
Read more
Large Group Private Charter — Up to 12 Guests
Traveling with a bigger crew? Island Adventures has you covered.
- Private charter for up to 12 guests across multiple boats
- Boats travel side-by-side so the group stays together
- Fully customizable itinerary: snorkeling, sandbar, bar-hopping, sightseeing, or cruising
- Luxury departure location with private parking, tiki bar, and pool access
- Veteran-owned and operated with captains who know the Keys inside and out
- Perfect for weddings, reunions, bachelor/bachelorette parties, or group celebrations
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.
Read more
Island Adventures
80500 Overseas Hwy, Islamorada, FL 33036
All prices are in US dollars





