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
Nov 16 - Nov 22
image-2445-903
image-2445
image-2445-915
image-2445-903
image-2445

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

211 ratings
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-3211-474
image-3211
image-3211-740
image-3211-474
image-3211

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

114 ratings
2.5 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear waters 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-23287
image-3061
image-23288
image-23287
image-3061

Coral Reef Snorkeling Catamaran Trip with Margaritas Included

10 ratings
3 Hrs.
Experience the best afternoon you'll find on the straits of the Florida Keys by snorkeling this gorgeous coral reef. Climb aboard a luxurious catamaran as you cruise the crystal water to North America's only living coral reef. Dive into the sparkling, tropical water for underwater exploration, teeming with brightly colored tropical fish and corals. You don't have to be a jet setter to have a world-class time, so book your trip on this Coral Reef Snorkeling Catamaran Trip with Margaritas Included today!
Read more
image-2424-473
image-2424
image-2424-945
image-2424-473
image-2424

Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

39 ratings
3 Hrs.
Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The Sandie Cat is Key West's newest and fastest snorkeling catamaran, which means less time wasted and more time for exploring the deep blue sea! Join the crew as they hoist the sail and get you and your family and friends out for a true Key West experience. Enjoy a complimentary breakfast, as well as unlimited mimosas (mango, strawberry & orange) & unlimited draft beer, in this all-inclusive snorkel experience. Reserve your spot today!
Read more
image-2433-440
image-2433
image-2433-667
image-2433-440
image-2433

Sunset Sip and Sail with Open Bar and Live Music

53 ratings
2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back 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-3063-678
image-3063
image-3063-793
image-3063-678
image-3063

Live Music Sunset Cruise with Cocktails Included

85 ratings
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-2476-628
image-2476
image-2476-786
image-2476-628
image-2476

Triple Combo Snorkeling, Dolphin, and Sunset Cruise

78 ratings
3 Hrs.
This triple combo tour gives you three amazing experiences in one package. 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-2425-767
image-2425
image-2425-917
image-2425-767
image-2425

Dip and Sip Afternoon Snorkel with Open Bar

55 ratings
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-2440-769
image-2440
image-2440-948
image-2440-769
image-2440

Morning Reef Snorkel and Sail in Key West with Picnic and Unlimited Mimosas

33 ratings
3 Hrs.
Imagine yourself swimming in warm tropical waters with swarms of vibrant colorful fish all around you as you begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. 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 Morning Reef Snorkel with Sebago Watersports today.
Read more
image-2428-473
image-2428
image-2428-967
image-2428-473
image-2428

Smathers Beach Parasailing Adventure

37 ratings
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-2616-927
image-2616
image-2616-983
image-2616-927
image-2616

Wind and Wine Sunset Sail

71 ratings
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-2435-888
image-2435
image-2435-904
image-2435-888
image-2435

Do It All Water Sports Adventure Package

45 ratings
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
image-15958
image-2560
image-16401
image-15958
image-2560

Reef Dive or Snorkel Excursion

33 ratings
4 Hrs.
Experience tropical diving or snorkeling and swim with abundant marine life on a thrilling excursion to two different reef locations. 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.
Read more
image-3041-648
image-3041
image-3041-899
image-3041-648
image-3041

Glass Bottom Boat Reef & Eco Tour

40 ratings
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

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.

Plan Ahead & Save Up to 20% with Exclusive Savings From TripShock

  • 5% OFF (7 days in advance)
  • 10% OFF (14 days in advance)
  • 15% OFF ( 30 days in advance)
  • 20% OFF ( 45 days in advance)

Offer expires 12/1/2024. Fill out the form below to receive promo codes to apply to your order!

Destinations

FacebookYoutubeTiktokInstagram
© 2024 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.