Book a private boat for up to 42 people in Islamorada and choose snorkeling, sandbar hangs, paddleboards, or sunset cruises. Flexible itineraries, included snorkel gear and local guides make this an ideal choice for weddings, corporate outings, and family reunions.
Book a private boat for up to 42 people in Islamorada and choose snorkeling, sandbar hangs, paddleboards, or sunset cruises. Flexible itineraries, included snorkel gear and local guides make this an ideal choice for weddings, corporate outings, and family reunions.
Book with Clearly Unique Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Clearly Unique Charters · Islamorada, Florida
On the shimmering flats off Islamorada, Florida, a private charter becomes the way your group owns the water for an afternoon. Large Group Private Charter • Up to 42 Passengers runs two- to four-hour trips from Wahoo's Bar & Grill (pickup can also be arranged at the Islander Resort or other nearby locations), offering tailored snorkeling, sandbar hangs, sunset cruises, paddleboards, floating mats and basic drinks. Call 305-413-8307 to book.
This stretch of the Upper Keys is edged by the Florida Keys reef tract—the only living coral barrier reef in the continental United States—where patch reefs and spur-and-groove formations sit in shallow, clear water. Guides position the boat for easy access to world-class reef snorkeling when conditions allow; when weather pushes operations bayward, expect calm bayside swims and longer time at the sandbars—low, crystalline ridges of white carbonate sand that appear like private beaches at low tide. The marine community here includes staghorn and brain coral, nurse sharks and a parade of tropical fish that fluoresce in the sun.
Charters are highly customizable: 2 hours focuses on snorkeling or a cocktail-style cruise, 3 hours gives comfortable sandbar play, and 4 hours blends reef dives with sandbar relaxation and paddleboarding. The outfitting is practical and generous—professional-grade masks, fins, snorkels, paddleboards, floating mats and an onboard music system. Basic beverages (light beer, wine and non-alcoholic options) are included. The operator can expand capacity with extra boats for larger events, making this a flexible option for wedding parties, corporate outings and family reunions.
Practical notes: guests should arrive 15 minutes early with sunscreen applied and completed waivers. There’s no age minimum but activities require comfort in the water, climbing a ladder and basic mobility. Private charters require one-week notice for cancellations.
Why this experience stands out is simple: it combines the Keys’ nearshore coral reef ecology with social, service-forward boating. The Florida Keys National Marine Sanctuary protects many of these resources since 1990, and good operators balance access with stewardship—cleaning up after groups, avoiding sensitive corals and briefing swimmers on reef-friendly behavior.
Bookers get a private, crewed vessel, flexible itineraries and the kind of shallow-water playground—sandbars, reefs, and calm bays—that define Islamorada. For groups that want easy logistics and big memories, this charter is a way to turn a Florida Keys afternoon into a private, aquatic celebration.
Trips are call-to-book because prices vary with guest count, time, and departure point; the operator currently accommodates a maximum of 42 passengers per vessel and can add second or third boats to host groups of up to 100. The company asks groups to communicate dietary or accessibility needs in advance so crew can stage equipment and supplies for a smooth, personalized afternoon on the open water.
moderate.
2–4 hours.
Moderate — guests should be comfortable swimming, climbing a boarding ladder, and standing on a moving boat.
Single bookings seat up to 42 passengers; the operator can add second or third boats to host groups of up to 100.
Professional snorkel equipment, paddleboards, floating mats, onboard music and basic beverages (light beer, wine, non-alcoholic drinks) are included.
Trips depart from Wahoo's Bar & Grill unless otherwise discussed; pickups can also be arranged at the Islander Resort or nearby locations.
There is no minimum age, but activities require water comfort, ladder use and basic mobility—parents should judge according to their child’s ability.
Private charters require one-week notice for cancellations.
All trips are call-to-book because prices vary by guest count, time and departure location — call 305-413-8307 to arrange your trip.
The Florida Keys National Marine Sanctuary, designated in 1990, protects much of the reef environment that makes these charters special.
Choose reef-safe sunscreen, follow guide briefings, and avoid touching coral; reputable operators anchor off reef or use mooring buoys to reduce impact.
All Ages Welcome • 2 - 4 Hours • Perfect for Your Special Events!

Book with Clearly Unique Charters