Key West Boat Tours

Hit the water on an extraordinary adventure with our diverse range of Key West boat tours. Explore the Keys' turquoise waters and choose your own fun from a variety of tours including snorkeling adventures, sunset champagne cruises, dinner cruises, reef tours, eco tours, and more. Discover hidden coves and vibrant coral reefs, encounter diverse marine life, and enjoy spectacular sunset (or sunrise!) views as you tour our pristine surroundings. Our knowledgeable captains will share fascinating insights about Key West's rich history and ecosystem, ensuring an educational and enjoyable experience for all ages.

Read more

Featured Boat Tours in Key West

Sorting:
Best Match
Dec 26 - Jan 1
Narrow your search
Swim Friendly
Cruise Only
Restroom
Captain Included
13-20 passenger
21-40 passenger
75+ passenger
Half Day Trip (if duration 3-6 hour)
Kid Friendly
Water Toys Available
Handicap Accessible
Morning Departure (5am-11:59am)
Afternoon Departure (12pm-4:49pm)
Evening Departure (4:49-11:59pm)
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-2480-361
image-2480
image-2480-940
image-2480-361
image-2480

Key West Sunset Dinner Cruise

289 ratings
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

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-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
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-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-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-16500
image-2612
image-16765
image-16500
image-2612

Morning Half Day Sail, Snorkel, and Kayak Excursion

27 ratings
4.5 Hrs.
Get out early and experience nature at its finest with a half-day island adventure complete with sailing, kayaking, and snorkeling all in one. You will see an incredible array of birds, fish, and other regional wildlife while you explore Key West's backcountry and take in all the natural beauty around you. Live the island dream as you set sail in a 65-foot schooner, then kayak through the mangrove forests and snorkel the blue waters. Book today and let your adventure begin!
Read more
image-2455-773
image-2455
image-2455-891
image-2455-773
image-2455

Key West Sunset Sail on America 2.0

45 ratings
2 Hrs.
Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green Flash." Experience the magic and romance of sailing at dusk as you sip champagne and watch for dolphins and other marine wildlife in the surf. Your friendly captain and crew will teach you the basics of sailing and even let you take the wheel. So, take a turn at the helm of one of the fastest schooners in the United States, book today!
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-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-2424-473
image-2424
image-2424-945
image-2424-473
image-2424

Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

39 ratings
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
Booked 5 times in last 48 hrs
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 water 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 a Morning Reef Snorkel and Sail in Key West, Florida with Picnic and Unlimited Mimosas. 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-2694-458
image-2694
image-2694-792
image-2694-458
image-2694

Seabreeze Sunset Harbor Cruise with Wine and Beer

19 ratings
2 Hrs.
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your journey takes you away from commonly charted boat paths to unobstructed views and miles of turquoise waters, while snacking on delicious sushi and snacks. Travel to where the Gulf meets the Atlantic and on to the Southernmost Point of the United States. For an intimate and romantic evening that is sure to help you unwind, book a Sunset Harbor Cruise and toast to life!
Read more

Frequently Asked Questions

1. What are some of the best ways to see Key West from a boat?

Some of the best ways to see Key West from a boat include a glass bottom boat (the water is so clear). Also a sunset cruise on a boat is an amazing way to experience Key West.

2. What are some unique ways to learn about Key West on a boat?

There are many boat tours that include the history and many facts about Key West. Boat tours always give you a unique perspective of this fascinating city!

3. What are some activities you can do on a boat in Key West?

Some of the best activities on a boat in Key West are fishing, snorkeling, and suba diving. What makes these activities so stellar is the reefs and clear water around Key West.

4. For scuba diving what are some areas to explore?

There are many boat wrecks and reefs offshore and off the beaches in Key West. Make sure to include a scuba or snorkeling boat adventure on your trip!

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)

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.