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
Dec 29 - Jan 4
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
(33)
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
Booked 2 times in last 48 hrs
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-2480-361
image-2480
image-2480-940
image-2480-361
image-2480
 74

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-2428-473
image-2428
image-2428-967
image-2428-473
image-2428
 74

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-3063-732
image-3063
image-3063-793
image-3063-732
image-3063
86 80

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-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
image-3041-648
image-3041
image-3041-899
image-3041-648
image-3041
 70

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-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-2405-692
image-2405
image-2405-726
image-2405-692
image-2405
 45

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-23077
image-3210
image-23078
image-23077
image-3210
 125

Key West: Schooner Champagne Sunset Sail with Complimentary Beverages Included

5.0
(11)
2 Hrs.
Come along on this Champagne Sunset Sail and step into luxury in Key West, Florida. Sip, relax, and unwind aboard a gorgeous wooden schooner. Enjoy your authentic sailing experience as you cruise the crystalline water to landmark sites while sampling a wide variety of complimentary drinks. Come toast to an idyllic Key West sunset on the schooner cruise that is sure to become your favorite new Key West tradition. Book yours today!
Read more
image-2431-339
image-2431
image-2431-788
image-2431-339
image-2431
 202

Key West: Safari Speedboat Eco Tour with Snorkeling Included

4.6
(12)
2.5 Hrs.
Are you looking for the best kept secret in Key West?! If so, then hop in your own personal, mini speedboat and follow your knowledgeable guide into Key West's backcountry with a Safari Eco Boat Tour. You'll race through lush mangrove islands and see amazing marine wildlife along the way while boating in Key West's magical tropical waters. Book today and set out on an amazing adventure on the water with this Key West Safari Eco Tour!
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

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.