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
Keys Season Deals
Destination
Category
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

Islamorada

Glass Bottom Boats of Islamorada

See Florida Keys marine life through a clear-bottom boat tour.

Key West

Beach Weekend

Beach Weekend Key West is a full-service marina on Stock Island offering pontoon and fishing boat rentals, storage, repairs, and a well-equipped ship store—all just a stone’s throw from Key West.

Islamorada

La Jolla Resort

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

Key Largo

Pilot House Restaurant & Marina

Full-service marina & waterfront dining in the heart of Key Largo

Marathon

Seascape Resort and Marina

Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.

Key West

Coconut Mallory Resort & Marina

Coconut Mallory Marina + Resort is a laid-back, family-friendly retreat in Key West, offering studio, one-bedroom, and two-bedroom condos with full kitchens.

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

Coco Plum Beach and Tennis Club

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

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

Sun Outdoors Key Largo

Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.

Weddings Max
50

Islamorada

A1A Watersports and Boat Rentals

A1A Watersports & Boat Rentals is a family-owned operation at Mile Marker 85.9 in Islamorada offering year-round jet ski tours, WaveRunner freedom rides, and self-guided boat rentals with a large fleet and guided island adventures.

Marathon

Tropical Boat Rentals

Explore the Florida Keys with top-quality, well-equipped boat rentals!

Key Largo

Eazy Goings

Custom boat charters and watersports adventures in Key Largo.

Marathon

Marathon Yacht Club

Exclusive waterfront community with boating, dining, and social events.