Top 10 Half-day 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.
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.
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.
Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure (Conch Quest adventure is several hours). You will board a large, comfortable deck boat with an experienced captain who will take you to a few beautiful locations for snorkeling, playing the escape adventure, and relaxing and eating/drinking for the remaining time. We provide all safety gear, snorkel gear, ice, bottled water. You provide your own food/drink/towels. Book today!
Known For: Key West Zombie, Key West Half-day Tours, Key West Water Tours, Key West Adventure Tours, Key West Private Sightseeing Tours, Key West Likely To Sell Out, Key West Likely to Sell Out.
Duration: Around 4 hours.

Destination: Key West.
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's amazing natural wildlife with up to five others, before sailing back to shore at sunset.
Known For: Key West Private Sightseeing Tours, Key West Swimming, Key West Water Tours, Key West Sailing, Key West Half-day Tours, Key West Snorkeling, Key West Zombie, Key West On the Water, Key West Adventure Tours, Key West Zombie Slice, Key West Sunset Cruises.
Duration: Around 4 hours.

Destination: Key West.
Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with a drink in hand, explore the local marine sanctuary, or simply enjoy a laid-back day on the water. Your captain will tailor the experience to your preferences, taking you to the best sandbar spots and providing everything you need for a carefree day in paradise. Enjoy sunshine, calm waters, and unforgettable views of Key West’s natural beauty. This is the ultimate way to experience the islands—your day, your way, in the heart of the Florida Keys.
Known For: Key West Day Cruises, Key West Sightseeing Cruises, Key West Half-day Tours, Key West Private Sightseeing Tours, Key West Water Tours.
Duration: Around 4 hours.

Destination: Key West.
Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring with stops like Fort Zachary Taylor Historic State Park, U.S. Coast Guard Cutter Ingham Maritime Museum, Smathers Beach, Southernmost Point of your list.
Known For: Key West Cultural Tours, Key West New Product, Key West Private Sightseeing Tours, Key West City Tours, Key West Jet Boat Rentals, Key West Speed Boat Rentals, Key West Water Tours, Key West Half-day Tours.
Duration: Around 4 hours.