Boat speeding on water with people cheering, under a clear blue sky.

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.

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Islamorada

Bass Pro Shops - World Wide Sportsman

Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.

Key Largo

Dream Bay Resort

Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.

Islamorada

Safe Harbor Angler House

Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.

Marathon

Key Colony Boat Rentals

Explore the Florida Keys your way with top-quality Boston Whaler boat rentals!

Marathon

Coco Plum Beach and Tennis Club

Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.

Key Largo

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club is a laid-back waterfront resort and marina in Key Largo, with one-bedroom suites that open onto balconies over the water. Tie up at the marina, cast a line off the dock, and settle in for sunset views across the mangroves at the top of the Florida Keys.

Islamorada

La Jolla Resort

La Jolla Resort: Classic Keys charm, beachfront views, family fun!

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

Key West

The Promenade at The Perry Hotel & Marina

The Perry Hotel & Marina — boutique waterfront resort on Stock Island blending marina life with Key West charm.

Key Largo

Pirate's Choice Sailing Vessel

Sail Key Largo’s pirate ship for sunset & snorkel adventures

Key Largo

Yacht Club Drive Marina

Yacht Club Drive Marina is a Key Largo marina with 24-hour fuel and dockage, tucked into the top of the Florida Keys. It is a convenient stop for boaters and anglers heading out to the reef, the backcountry, or up toward Ocean Reef.

Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.

Marathon

Blackfin Resort & Marina

Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!

Key West

Sunset Sail Key West

Sunset Sail Key West — private and shared sunset, snorkeling and stargazing sailboat charters in Key West, where classic vessels and tailored trips bring you out on the water for one of the best views in the Keys.

Marathon

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.

Weddings Max
130
Meetings Max
130
Total Space
1820 sq ft
Largest Room
1820 sq ft