Top 10 Water Tours in Key West

Destination: Key West.
*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.
Known For: Key West Water Tours, Key West Excellent Quality, Key West Half-day Tours, Key West Private Sightseeing Tours.
Duration: Around 3 hours.

Destination: Key West.
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.
Known For: Key West Small Group, Key West Water Tours, Key West Half-day Tours, Key West New Product, Key West Sailing, Key West Ports of Call Tours, Key West Shore Excursions, Key West Excellent Quality.
Duration: Around 3 hours.

Destination: Key West.
Join me, a true seventh-generation local captain for a personalized Key West adventure on my private boat. Spend the day exploring the stunning turquoise waters and hidden islands of the Florida Keys, with opportunities to snorkel, search for dolphins, visit a sandbar, enjoy light fishing, or simply relax and take in one of Key West’s world-famous sunsets. Every trip is fully private and tailored to what you want to experience — whether it’s adventure, leisure, or a bit of both. Departing conveniently from Garrison Bight Marina, your journey promises incredible views, local insight, and unforgettable memories on the water.
Known For: Key West New Product, Key West Spring Break, Key West Safaris, Key West Excellent Quality, Key West Private Sightseeing Tours, Key West Water Tours, Key West Half-day Tours.
Duration: Around 3 hours and a half.

Destination: Key West.
This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down and look for marine life and birdlife. Maybe see a turtle or dolphin. We will take you through "Skinny Water" and look for starfish, rays and sharks. It's a fun adventure not to be missed when visiting the Keys.
Known For: Key West Adventure Tours, Key West Private Sightseeing Tours, Key West Water Tours, Key West New Product.
Duration: Around 2 hours.

Destination: Key West.
Max 6 people. Explore the waters around Key West. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand! A favorite for families!
Known For: Key West Full-day Tours, Key West Likely to Sell Out, Key West Day Cruises, Key West Likely To Sell Out, Key West Sightseeing Cruises, Key West Half-day Tours, Key West Private Sightseeing Tours, Key West Water Tours.
Duration: Around 3 hours and a half.

Destination: Key West.
Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($25 rental fee per kayak). Snorkel equipment available (just let us know in advance sizes). The guide would be glad to hop in and point things out just let him know ahead of time. Possibility of seeing dolphins. We love the ocean and have a passion for being on or under the water! Also we are kid friendly!
Known For: Key West Adventure Tours, Key West Nature and Wildlife Tours, Key West Half-day Tours, Key West Private Sightseeing Tours, Key West Water Tours, Key West Excellent Quality.
Duration: Around 4 hours.

Destination: Key West.
This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise up the bay side and back down the ocean side (or vice versa). Learn the history of the bridges and the Flagler Railway, and see mangroves and beaches. A great way to see the keys!
Known For: Key West Ports of Call Tours, Key West Shore Excursions, Key West Private Sightseeing Tours, Key West Water Tours.
Duration: Around 1 hour.

Destination: Key West.
Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’s why we came up with this freestyle alternative. Book yours today!
Known For: Key West Adventure Tours, Key West Extreme Sports, Key West Small Group, Key West Jet Ski Rentals, Key West Water Tours, Key West Excellent Quality.
Duration: Around 1 hour.

Destination: Key West.
Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey
Known For: Key West Private Sightseeing Tours, Key West Nature and Wildlife Tours, Key West Half-day Tours, Key West Water Tours, Key West Adventure Tours.
Duration: Around 4 hours.

Destination: Key West.
Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moon comes up over Key West, enjoy star gazing opportunities and a moonlit sky as the boat glides through the majestic waters at night.
Known For: Key West Sailing, Key West Water Tours, Key West Likely to Sell Out, Key West Likely To Sell Out, Key West Night Cruises, Key West Private and Luxury, Key West Night Tours.
Duration: Around 1 hour and a half.