ShopperApproved
Rated 'Excellent'
4.8
35,073 Reviews
96%
Recommend Us

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
Apr 23 - Apr 29
image-2480-361
image-2480
image-2480-940
image-2480-361
image-2480
 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
image-2445-915
image-2445
image-2445-943
image-2445-915
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-2440-769
image-2440
image-2440-948
image-2440-769
image-2440
 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 more
image-2505-130
image-2505
image-2505-439
image-2505-130
image-2505
 210

Key West: Sunset Sail Aboard the Historic When and If

5.0
(21)
2 Hrs.
Set sail on Key West’s most elegant historic schooner, the When and If. Built in 1939 for General George Patton’s dream of sailing around the world “When and If” he was able, is available to the public for the first time in the yacht's lifetime. Sit back and experience the beautiful Key West sunset in style as the wooden schooner glides through the water driven by wind power alone. Meet the crew as they serve up a beautiful array of gourmet cheeses and share their stories of old Key West and the sea. Book your Sunset Sail 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-2477-376
image-2477
image-2477-900
image-2477-376
image-2477
 74

Key West: Dolphin and Snorkel Cruise with Drinks Included

4.7
(19)
3 Hrs.
Climb aboard a combo snorkel and dolphin watch adventure and see the best of Key West. First head out looking for pods of Atlantic bottlenose dolphins jumping and playing the surf, then make your way to the reef for an incredible afternoon of snorkeling and swimming. Explore the serene aqua waters, swim with exotic fish, enjoy complementary draft beers, and splash about with your closest friends and family! Who knows, you might even meet up with dolphins again at the reef! Upgrade to the triple dolphin snorkel for the same price!
Read more
image-3211-730
image-3211
image-3211-740
image-3211-730
image-3211
 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
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-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-3041-648
image-3041
image-3041-899
image-3041-648
image-3041
 72

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-2425-896
image-2425
image-2425-917
image-2425-896
image-2425
 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
image-2405-692
image-2405
image-2405-726
image-2405-692
image-2405
 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

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

© 2026 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.