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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The Lower Keys

Little Torch Cottages

Little Torch Cottages offers 2-bedroom townhomes with full kitchens, private balconies, and access to two tropical pools in the Florida Keys.

Key Largo

The Pelican, Key Largo Waterfront Cottages

The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.

Key Largo

The Mark Sorensen Youth Sailing Program

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

Marathon

The Lagoon on Grassy Key

The Lagoon on Grassy Key packs a cable wakeboard park, a floating aqua obstacle park, a botanical beer garden, and a surf shop onto one lagoon at mile marker 59 in Marathon. The cable runs a beginner line for first-time riders alongside a full course, so you can spend a whole day on the water whether you have ridden before or not.

Islamorada

Fisher Inn Resort and Marina

Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.

Key Largo

Marina Del Mar Resort and Marina

Marina Del Mar Resort & Marina is a waterfront resort in Key Largo featuring pet-friendly rooms, deep-water marina slips, pools, and on-site dining.

Marathon

Banana Bay Resort Marathon

Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.

Total Space
1000 sq ft

Key Largo

Cap'n Larry Jarboe

Florida Fishing Kayaks offers a wide selection of fishing kayaks, including models from brands like FeelFree, Seastream, and Vibe, catering to various fishing needs and budgets.

Islamorada

Drop Anchor Resort & Marina

Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.

Key Largo

Key Largo Parasail

USCG-certified parasail adventures: soar over Key Largo’s waters in style.

Islamorada

Treasure Harbor Marina

Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.

Key Largo

Key Largo Fisheries Backyard Cafe

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

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.

Key Largo

Key Lime Sailing Club and Cottages

Key Lime Sailing Club & Cottages offers waterfront cottage stays, sailing experiences and included water recreation on the bayside of Key Largo.

Islamorada

Bud N Mary's Fishing Marina

Bud n' Mary's has been sending boats out of Islamorada since 1944, and on any given morning there are more than 40 captains and guides working these docks at mile marker 79.8. Book a charter, eat breakfast at the grill before you shove off, and sleep on a houseboat tied up right there when you get back.