Things to do in Key West, FL
Read moreTop Key West Attractions, Tours & Rentals
Featured Key West Activities
Sorting:
Best Match
Apr 2 - Apr 8
55
Key West: Windjammer Schooner Day Sail with Complimentary Beverages Included
Be the first to review!
2 Hrs.
Catch the wind on an historic, dual-masted sailing vessel for a pleasure cruise through beautiful Key West, Florida with a Windjammer Schooner Day Sail. Journey the calm, tropical waters to view landmark sites like Fort Zachary Taylor, the Navy Mole, and opulent Sunset Key. Sample a wide variety of premium complimentary drinks like homemade sangria, draft beer, premium wine, and more. Climb aboard an authentic sailing schooner for this luxurious day sail and cast your cares into the warm breeze. Book your spot today on this Windjammer Schooner Day Sail.
Read more
91
Key West: Sunset Dinner Cruise aboard the Party Cat
4.6(290)
2 Hrs.
Enjoy a memorable evening on the water with the Key West Sunset Dinner Cruise. Savor a fresh, tropical-inspired dinner, including roast pork with Cuban bread and fried plantains, all prepared onboard. Relax with drinks from the fully stocked bar and take in the stunning sunset views. The friendly crew ensures a comfortable experience, with indoor seating in a climate-controlled cabin. This is the perfect way to dine, drink, and dance while making unforgettable memories. Reserve your spot today for an unforgettable Key West sunset experience!
Read more
80
Key West: Southernmost Sunset Sail with Live Music & Hors d’oeuvres
4.7(211)
2 Hrs.
Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!
Read more
90
Key West: Dolphin Sunset Sail with Premium Wine and Tapas Pairings
4.8(116)
2.5 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear water of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!
Read more
55
Key West: Guided Old Town Bike Tour
5.0(25)
3 Hrs.
Slow down and explore the best from Old Key West on a guided bicycle tour! This leisurely ride will teach you all about the history, architecture, and culture of America's southernmost city. This tour hits all the local hotspots such as Mallory Square, provides great photo opportunities, and includes a complimentary slice of Key Lime Pie at the end of your trip! Book this tour today!
Read more
117
Key West: Wind and Wine Sunset Sail Aboard a Historic Schooner
4.8(71)
2 Hrs.
Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around the world. Rated one of the top two sunset tours in all of North America by Coastal Living Magazine, this luxurious Wind and Wine Sunset Sail on a historic Schooner will not disappoint. Make some new friends, enjoy tropical music, and delight your palate as you watch the sun melt into the water. Book your spot today!
Read more
106
Key West: Morning Sail, Snorkel, and Kayak Excursion with Complimentary Beverages
4.9(28)
4.5 Hrs.
Start your day with a serene escape into Key West’s natural wonders on this morning sail, snorkel, and kayak tour. Cruise aboard a spacious 65-foot schooner into the heart of the Florida Keys backcountry, where wildlife sightings are abundant and the water is shimmering. Paddle through winding mangrove tunnels in a guided kayak eco-tour, then snorkel over vibrant seagrass beds teeming with tropical fish, rays, and other marine life. Perfect for early risers looking to beat the crowds and experience the best of Key West’s outdoor activities in one unforgettable morning. Book your spot today!
Read more
57
Key West: Dip and Sip Snorkeling Adventure with Open Bar Included
4.7(55)
3 Hrs.
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie Cat is Key West's newest snorkeling catamaran, which allows you to get to the reef with speed, comfort, and some serious style. Join the captain and crew, round up your group, and hit the waves for an unforgettable Key West experience packed with fun, sun, and tasty spirits. This all-inclusive trip boasts an open well bar including unlimited mimosas (mango, strawberry & orange) & a variety of soft drinks! Book your spot today!
Read more
45
Key West: Morning Reef Snorkel and Sail with Unlimited Mimosas
5.0(34)
3 Hrs.
Imagine yourself swimming in the warm tropical water of Key West, Florida with swarms of vibrant colorful fish all around you as you begin the day with a Morning Reef Snorkel and Sail with Unlimited Mimosas aboard an expansive 69’ sailing catamaran. Sail seven miles off Key West’s majestic coast to the shallow Caribbean water of the Florida Keys Reef. Set off on this adventure and book your spot today.
Read moreBooked 2 times in last 48 hrs
68
Key West: Sunset Snorkel Cruise with Drinks Included
4.8(60)
3 Hrs.
Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the Miss Valyn Catamaran with a Sunset Snorkel Cruise in Key West, Florida. A twilight experience unlike any other, this is your opportunity to enjoy the nightlife while having the option to plunge into the depths by Florida's best reef! Take in the fleeting Key West sunset while indulging in an ambiance that only the cat delivers. Enjoy reef snorkeling, draft beer & wine on this snorkeling experience. Book your spot today!
Read more
159
Key West: Do It All Water Sports Adventure Package with Lunch & Drinks Included
4.8(45)
6 Hrs.
Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive experience gives you full access to a variety of awesome activities like kayaks, paddleboards, snorkeling, jet skis, floatables, water trampolines, and banana boat rides. Choose your activities and have your day your way with this Do It All Water Sports Adventure Package. Book today!
Read more
79
Key West: Sunset Sip and Sail with Open Bar and Live Music
4.8(53)
2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back on a Sunset Sip and Sail with Open Bar and Live Music and immerse yourself in the ambiance of this nightlife experience. You can dance the night away to live music while you sail the calm waters. Enjoy the best seat in the house with all of the good time essentials like draft beer, live music, open well bar, and appetizers. Book your spot now!
Read moreFrequently Asked Questions
1. How many days should I spend in Key West, FL?
Key West is a small island with a wide range of activities and things to do. Five days is a good amount of time to experience Key West without running out of things to do.
2. When is the best time to visit Key West, FL?
Key West temperatures and sea breezes make for an enjoyable vacation any time of year! It is most popular in the Spring between March and May, The moderate year round temperatures make it a wonderful destination on YOUR own time.
3. Is Duval Street safe in Key West?
Duval Street is one of the more popular places to visit in Key West. It draws a good crowd and everyone seems to get along.
4. Do you need a car in Key West?
Key West is a small island. You don't need a car in Key West. Many people rent scooters or bicycles. It is easier to park a bicycle or scooter than it is a car.
