Things to do in Key West, FL

An eclectic artists community, Key West is the perfect spot to relax, and take-in South Florida vibes. Many of the top things to do in Key West involve the picturesque coastline. This includes sunset cruises, dolphin tours, and deep sea fishing excursions. Explore the exotic reefs while scuba diving, or simply stick to the shore for pristine beaches and some old-Florida culture. There is something for everyone in Key West and the Florida Keys.

Read more

Featured Key West Activities

Sorting:
Best Match
Jul 5 - Jul 11
image-2428-473
image-2428
image-2428-967
image-2428-473
image-2428
 68

Key West: Smathers Beach Parasailing Adventure

4.8
(37)
1 Hr.
Parasail the ocean blue skies of Key West where you’ll get a bird's eye view of Key West and Smathers Beach from 300 feet up in the sky! Fly high, have the time of your life, and float like an eagle on the wind. Take in the scenery, look out for marine wildlife, or simply enjoy the ocean air as you soar. So, what are you waiting for?! Spread your wings and get ready for lift off. Book your experience today!
Read more
image-2480-361
image-2480
image-2480-940
image-2480-361
image-2480
 68

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
image-2445-903
image-2445
image-2445-915
image-2445-903
image-2445
 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
image-3041-648
image-3041
image-3041-899
image-3041-648
image-3041
 75

Key West: Glass Bottom Boat Reef & Eco Tour

4.5
(40)
1.5 - 2.5 Hrs.
Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!
Read more
image-3211-474
image-3211
image-3211-740
image-3211-474
image-3211
 90

Key West: Dolphin Sunset Sail with Premium Wine and Tapas Pairings

4.8
(114)
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
image-4482-737
image-4482
image-4482-988
image-4482-737
image-4482
 90

Key West: Party Boat Fishing Aboard 64-Foot Catamaran FishMonster Max

4.8
(12)
5 Hrs.
Get out on the water and enjoy Key West, Florida with a FishMonster Max Party Boat Fishing experience. Cruise on this completely remodeled 64-foot twin engine catamaran, relax in the cool air-conditioned galley, or head up top for incredible 360 degree views of the ocean. Take your fish home to be enjoyed later or walk them over to any one of the numerous restaurants located along the dock and have it cooked just the way you like it! Spend your morning fishing and your evening enjoying your fresh caught dinner. Book today!
Read more
image-2616-983
image-2616
image-2616-998
image-2616-983
image-2616
 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
image-2405-692
image-2405
image-2405-726
image-2405-692
image-2405
 50

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
image-2424-473
image-2424
image-2424-945
image-2424-473
image-2424
 52

Key West: Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

4.5
(39)
3 Hrs.
Embark on an unforgettable snorkeling adventure to explore Florida's best reef aboard the Sandie Cat, Key West’s newest and fastest catamaran. Spend less time traveling and more time in the crystal-clear waters. Enjoy a complimentary breakfast, unlimited mimosas (mango, strawberry, and orange), and draft beer during this all-inclusive experience. Join the crew for a true Key West experience with family and friends. Reserve your spot today!
Read more
image-2612-931
image-2612
image-2612-968
image-2612-931
image-2612
 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
image-3063-732
image-3063
image-3063-793
image-3063-732
image-3063
 86

Key West: Sunset Cruise with Live Music & Cocktails Included

4.9
(85)
2 Hrs.
Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book your experience today!
Read more
image-2435-888
image-2435
image-2435-904
image-2435-888
image-2435
 170

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

Frequently 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.

Sponsored Key West Activities

Destinations

FacebookYoutubeTiktokInstagram
© 2025 Tripshock
This website uses cookies. Please visit our Privacy Policy to learn how we use cookies and how to control your cookie settings. By clicking or navigating this site you consent to our use of cookies.