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
Sep 15 - Sep 21
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-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-3226-954
image-3226
image-3226-985
image-3226-954
image-3226
 75

Key West: Party Boat Fishing Trip aboard the Gulfstream IV

4.7
(29)
6 Hrs.
If you're looking for the best angling adventure in Key West, then this Party Boat Fishing Trip is the one for you! Cruise brilliant blue waters as your expert captain and crew put you on the fish! Enjoy the thrill of the catch as you reel in a shot at record-breaking snapper, grouper, cobia, amberjack, and more. Learn expert tips and tricks, as well as local secrets that will ensure you have the trip of a lifetime! Book your experience today!
Read more
image-2444-920
image-2444
image-2444-931
image-2444-920
image-2444
 60

Champagne Sunset Catamaran Cruise

4.9
(101)
1.5 Hrs.
Set sail on a Catamaran Champagne Sunset Sail in Key West for an unforgettable evening. Sip complimentary drinks as the ocean breeze carries you into a breathtaking sunset, fading into a star-filled sky. Whether with family or someone special, relax, unwind, and savor the beauty of Key West. Book your Champagne Sunset Sail today!
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-2476-786
image-2476
image-2476-874
image-2476-786
image-2476
 79

Key West: Triple Combo Snorkeling, Dolphin, and Sunset Cruise aboard a 55-Foot Catamaran Yacht

4.6
(78)
3 Hrs.
This triple combo tour in Key West, Florida gives you three amazing experiences in one package: snorkeling, dolphin watching, and a sunset cruise. Watch pods of local dolphins playing in their natural habitat, snorkel at a tropical reef, and last but not least witness the famous Key West sunset! This action-packed, three-for-one adventure is sure to yield magic and memories to last a lifetime. Book now!
Read more
image-14093
image-2427
image-2427-069
image-14093
image-2427
 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
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
 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-2560-436
image-2560
image-2560-458
image-2560-436
image-2560
 55

Key West: Reef Dive or Snorkel Trip

4.7
(33)
4 Hrs.
Experience tropical diving or snorkeling and swim with abundant marine life on a thrilling excursion to two different reef locations in Key West, Florida. Whether you are a certified diver or beginner snorkeler, this is the best way to enjoy the beauty of the only barrier reef in North America. Glide through the shimmering waters in search of coral, tropical fish, sea turtles, and more! Just a short boat ride away from shore, this tour delivers unmatched natural beauty in a small group atmosphere. Book now!
Read more
image-2433-718
image-2433
image-2433-837
image-2433-718
image-2433
 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 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

© 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.