Experience Key West like never before with Reach Resort Paddleboard Rental. Paddle through crystal-clear waters and explore vibrant coastal landscapes with ease.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1–3 hours
Fitness Level
Suitable for most fitness levels with basic balance and paddling ability recommended.
Wildlife
History
Key West has a rich maritime history as a 19th-century wrecking and fishing hub, adding cultural depth to your waterside exploration.
Conservation
Efforts in the area focus on protecting fragile coral reefs and mangrove ecosystems through sustainable paddling practices and wildlife preservation.
Barefoot Billy's
Experience Key West like never before with Reach Resort Paddleboard Rental. Paddle through crystal-clear waters and explore vibrant coastal landscapes with ease.
Barefoot Billy's operates in Key West, Florida, offering a range of water-based excursions and scooter rentals tailored to visitors and locals. The company specializes in private and group charters aboard tritoons and the Seabreeze catamaran, delivering experiences that include light tackle fishing, snorkeling, sunset cruises, island cruises, and event viewing cruises for air shows and boat races. Tours cater to couples, families, and small groups, with comfortable seating, snorkel gear, refreshments, and all necessary equipment provided on most trips.
Barefoot Fishing features light tackle fishing with gear supplied and accommodations for up to four anglers, plus optional snorkel breaks near coral patches. The Seabreeze hosts curated experiences such as the Sushi & Sunset Cruise, Key West Fireworks Cruise, Boat Race Viewing Cruise, and specialized event viewing like the Air Show Viewing Cruise. Morning island charters and private Barefoot I and Barefoot II tritoon charters emphasize relaxed exploration of sandbars, marine life, and scenic crossings from the Atlantic to the Gulf.
Additional services include scooter rentals with gas included and customizable Seabreeze Custom Charters for weddings, birthdays, and corporate events, which can feature catering, custom cakes, and live music. Barefoot Billy's focuses on personalized itineraries and concierge coordination, aiming to match trip options to guest priorities. Operating from Key West, the company leverages local knowledge and vessel options to provide safe, enjoyable outings across the Florida Keys. Licensed captains and crew follow local regulations and safety standards, and all trips include life jackets and guidance for first-time snorkelers and guest comfort.
Location
Key West, FL
Located in the Florida Keys
Tours Offered
10 experiences
From fishing to sunset cruises
Private Charters
Available
Custom events and groups
Max Anglers
Up to 4 (fishing)
Fishing trips accommodate four anglers
Book private charters, fishing trips, sunset cruises, or scooter rentals—availability fills quickly for events and holidays.
Wear reef-safe sunscreen
Protect your skin and the delicate marine environment by choosing reef-safe, biodegradable sunscreen before heading out.
Check tide and weather conditions
Water levels and wind can impact paddleboarding safety and enjoyment; always review local forecasts beforehand.
Use a leash for safety
Secure your paddleboard leash to avoid losing your board if you fall into the water.
Bring a waterproof bag
Keep your belongings dry and protected by using a waterproof bag or dry sack while paddling.
Reef-safe sunscreen
Protects your skin and preserves the marine environment.
summer
Water shoes
Provides grip and protection when entering or exiting the water.
summer
Waterproof dry bag
Keeps belongings dry and safe during your paddle.
Hydration pack or water bottle
Stay hydrated under the Florida sun throughout your adventure.