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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Key West

Tiki Boat Adventures Key West Sandbar Charters

Tiki Boat Adventures — private tiki-bar boat charters in Key West for sandbars, sunsets & island-style fun.

Marathon

Key Colony Boat Rentals

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

Key West

Aqua Lodges At Hurricane Hole Marina

Stay in unique dual stateroom houseboats with full kitchens, A/C, and waterfront views!

Marathon

Burdines Waterfront Restaurant & Marina

Burdine's Waterfront is a relaxed, family-friendly bar and grill in Marathon, Florida, serving fresh seafood, classic American dishes, and offering scenic waterfront dining with views of Boot Key Harbor.

Islamorada

La Jolla Resort

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

Key Largo

Jimmy Johnson's Big Chill

Waterfront dining & live music 7 nights a week at Key Largo’s bayside hotspot.

Key Largo

Key Largo Fisheries Backyard Cafe

Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.

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 Largo

American Sailing Academy

Learn to sail in paradise: ASA-certified courses in Key Largo.

Islamorada

Bud N Mary's Fishing Marina

Bud N' Mary's: Florida Keys' oldest, largest fishing fleet with charters, lodging, and epic fishing adventures!

Islamorada

Islamorada Boat Rentals

Boat rentals in Islamorada — deck boats, center consoles & pontoons.

Marathon

Skipjack Resort and Marina

Relax at Skipjack Resort & Marina in the Florida Keys—luxury suites, marina, pool, and fresh seafood!

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

Amara Cay Resort

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.