Boating & On The Water
In The Florida Keys, life flows with the tide. Rent a skiff for backcountry exploring, hop on a sunset cruise, or join locals at a sandbar party where the water is the dance floor. Paddleboards and kayaks slip quietly through mangroves, while sailboats and charters head offshore for bigger adventures. With marinas, rentals, and tours across the islands, getting on the water is easy—and unforgettable. Sunshine, salt air, and stories worth retelling are all included.
Florida Keys Lobster Season
Every year, thousands of locals and visitors dive into spiny lobster season, a favorite Florida Keys tradition. The Florida Fish and Wildlife...
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Key West
Key West Community Sailing Center
Learn to sail and enjoy vibrant community events at Key West Sailing Center!
Islamorada
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
Key West
Captain's Corner Dive Center and Boat Charters
Dive Key West’s stunning reefs and wrecks with expert guides at Captain’s Corner!
Key Largo
Coconut Palm Inn
Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.
Weddings Max
100
Meetings Max
20
Total Space
1240 sq ft
Largest Room
620 sq ft
Marathon
Tranquility Bay Beachfront Resort
Savor the Keys with a $50-per-night dining credit at Tranquility Bay's Culinary Escape.
Weddings Max
30
Meetings Max
30
Total Space
450 sq ft
Largest Room
450 sq ft
Islamorada
Morada Mermaid Adventures
The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.
The Lower Keys
The Perry Hotel & Marina
The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.
Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft
Islamorada
Spray Watersports
Spray Watersports is Islamorada's premier on-water adventure company offering guided jet ski tours, catboat tours, reef snorkeling, sandbar excursions, sunset cruises, and private tiki boat charters departing from Three Waters Resort & Marina with 1,000+ five-star reviews.
Marathon
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
Key West
Aloha Sailing Key West
Personalized sailing charters aboard a Fountaine Pajot catamaran, exploring the Florida Keys and Dry Tortugas.
The Lower Keys
Sugarloaf Marina
Sugarloaf Key Marina — full-service “old school” Keys marina offering rentals, charters, ramps, bait & tackle, tours, and more.
Key West
Argo Navis Key West Sailing Charters
Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.
The Lower Keys
Sugarloaf Key Hotel at KOA Resort
Tropical seaside stay with marina access and on-site dining.
Key Largo
Dove Creek Resort & Marina
Dove Creek Resort & Marina is a tropical retreat in Key Largo offering ocean-view accommodations, a heated outdoor pool, complimentary breakfast, and a marina with water sports rentals. Guests can enjoy snorkeling, kayaking, and fishing activities.
Marathon
Hawks Cay Marina
Hawks Cay Marina on Duck Key offers wet slips, fuel, fishing charters and convenient access to the waters of the Middle Florida Keys.
