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.

Filters
Destination
Category
Marathon

Conch Key Fishing Lodge & Marina

Escape to paradise at Conch Key Fishing Lodge—prime fishing, stunning views, and cozy waterfront rooms!

Marathon

Driftwood Marina & Storage

Boat storage, Bottom painting, Underwater gear service. Our storage area is outdoors and for vessels only month to month for long term.

Key West

Key West Tiki Boat

Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12

Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.

Weddings Max
300
Meetings Max
550
Total Space
11000 sq ft
Largest Room
5000 sq ft

Marathon

Coconut Cay Resort & Marina

Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.

The Lower Keys

Sugarloaf Marina

Sugarloaf Key Marina — full-service “old school” Keys marina offering rentals, charters, ramps, bait & tackle, tours, and more.

Key Largo

Holiday Inn Key Largo

Holiday Inn Key Largo is a tropical hotel featuring two heated outdoor pools with a waterfall, a poolside Tiki bar, and an on-site marina.

Weddings Max
140
Meetings Max
140
Total Space
3070 sq ft
Largest Room
2400 sq ft

Key Largo

Rock Reef Resort

Luxury beachfront escape with stunning views and top amenities awaits you!

Weddings Max
100
Meetings Max
100

Key West

A & B Marina

A&B Marina is a premier full-service marina in Key West’s Historic Seaport, offering dockage for yachts up to 215 feet with top amenities, dining, and charters.

Key Largo

Pirate's Choice Sailing Vessel

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

Key Largo

The Mark Sorensen Youth Sailing Program

Mark Sorensen Youth Sailing — nonprofit sailing school in the Keys teaching kids boat handling, safety & seamanship.

Key West

The Water Traveler Vacations

The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.

Islamorada

Sand Dollar Boat Rentals

Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.

Key West

Namaste' Eco Excursions

Namaste’ ECO-Excursions delivers immersive, eco-focused reef and mangrove snorkeling adventures in Key West—small-group, “citizen science” tours with expert guides, coral assessments, and hands-on ecology presentations.