Key West

Boat Rentals & Charters in Key West

28 locally owned boat rentals & charters in Key West, picked by The Florida Guide: hours, maps and what each place does best.

28 places

$$$
Florida Keys

Schooner Jolly II Rover

Sunset sails on a tall ship

Online Booking
$$$
Florida Keys

Classic Harbor Line

Schooner sunset sails

Online Booking
$$
Florida Keys

Floridays

Sunset sails and reef snorkeling

Online Booking
$$
Florida Keys

Sunset Watersports

Watersports packages and sunset cruises

Family Friendly Online Booking Wheelchair Accessible
$$
Florida Keys

Schooner Appledore

Classic schooner sails

Family Friendly Online Booking
$$
Florida Keys

Fury Water Adventures

Key West's all-purpose water adventure company

Family Friendly Online Booking Wheelchair Accessible
Florida Keys

Saltwater Angler

Locally Owned
Florida Keys

Seize the Day Charters (Captain Pepe)

Locally Owned
Florida Keys

Far Out Fishing Charters

Locally Owned
Florida Keys

Koko Charters

Family Friendly Locally Owned
Florida Keys

Catamaran Echo

Florida Keys

SNUBA Key West

Locally Owned
Florida Keys

SV Argo Navis

Locally Owned
Florida Keys

Boat Rentals Key West

Florida Keys

Salty Bottom Boats

Locally Owned
Florida Keys

Key West Boat & Jet Ski Adventures

Online Booking
Florida Keys

Barefoot Billy’s

Locally Owned Online Booking
Florida Keys

FishMonster & Island Jane

Family Owned Locally Owned Online Booking
Florida Keys

All Water Charters

Locally Owned
Florida Keys

Good Times Key West

Locally Owned
Florida Keys

Cowboy Cowgirl SportFishing Charters

Family Owned Locally Owned
Florida Keys

InXS Deep Sea Fishing (Capt. Steven Lamp)

Locally Owned
Florida Keys

Captain Conch Charters

Online Booking
Florida Keys

Reef Runner Charters

Family Owned Locally Owned
Florida Keys

Southbound Sportfishing

Family Friendly Locally Owned
Florida Keys

Sunset Sail Key West

Locally Owned Online Booking
Florida Keys

Casual Monday Charters

Florida Keys

Schooner Spirit of Independence

Live Music Locally Owned