Key West, FL > Boat Tours
04/14/2021 ~ 04/19/2021
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Key West Boat Tours

Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

191 ratings
Duration2 Hrs.
If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones,...
Had a lot of fun
A highlight of our vacation. The captain and crew took great care of us, so welcoming and polite. We were very fortunate with the weather and calm seas. The food was amazing and just the general vibe was outstanding. Watched the sunset with no blocked views on the top deck. Even tho a cloud blocked the last 5 mins of the sunset, it was worth every penny. Cruised back in past Mallory Square all light up
It was a lot of fun. Music was great. We saw dolphins. The sunset was spectacular. Food needed more flavor to be completely authentic.
from $70
$69
Rum Runner Bar Boat Castaway Cruise

Rum Runner Bar Boat Castaway Cruise

97 ratings
Duration1.5 Hrs.
Enjoy this Rum Runner Bar Boat Castaway Cruise and get out on the water for some fun to last the summer through. Cruise...
Super cute place right next too a small public beach. Grab your drinks and food and sit on the beach or rent out a beach chair for $10. The margarita was...
Amazing! Amazing! Amazing! If u are looking for a place to let your kids play and Relax then look no further. This beach is a local community beach and I...
Great little place to just chill out and catch some sun and good vibes. The menu was fairly cheap and the Cuban sandwich was great! I personally like the...
from
$35
2 Hour Private Sunset Cruise on a Tiki Bar Boat

2 Hour Private Sunset Cruise on a Tiki Bar Boat

New to TripShock
Duration2 Hrs.
If you are looking for a way to float away the day, then this 2 Hour Private Sunset Cruise on a Tiki Bar Boat is the...

New to TripShock

from
$425
Glass Bottom Boat Reef & Eco Tour

Glass Bottom Boat Reef & Eco Tour

12 ratings
Duration2 Hrs.
Climb aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom...
The crew was great - boat was in excellent condition. Was a pretty cool trip - even though water was a bit rough, we were still able to have some great sights
We had a great time on the ride! Marta was very knowledgeable and we very much enjoyed our trip to the barrier reef.
from
$50
Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

42 ratings
Duration3 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset...
Great cruise, great service. So kind to my children who were a bit bored, but they staff engaged them and they had a wonderful time.
Loved everything about it. Light on food, but wine was excellent, and a couple of beer options were available. The music, atmosphere, staff, and fellow guests were excellent. Lots of dolphins up close, and the sunset was beautiful. Highly recommended.
Easy to book, great experience
from $80
$74
Sunset Cycleboat Cruise Key West

Sunset Cycleboat Cruise Key West

New to TripShock
Duration2.5 Hrs.
Pedal, pedal then bottoms up! Now is the time to book this Sunset Cycleboat Cruise in Key West for your chance at an...

New to TripShock

from
$45
Island Hopper Speedboat Excursion for Two

Island Hopper Speedboat Excursion for Two

7 ratings
Duration2.5 Hrs.
Are you looking for the best kept secret in Key West?! If so, then hop in your own personal, mini speedboat and follow...
The staff and crew were awesome! I accidentally booked wrong time and was able to fix it easily, even though it was a very busy Saturday. Ride was amazing! The highlight of our trip for my husband, and we did some awesome things. Definitely recommend for anyone who loves speed and boating, snorkeling and exploring!!
It was awesome adventure!! Our guide was amazing and definitely something I would do again!!
from
$168
Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

53 ratings
Duration1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...
The staff was nice,the one even took pictures of us. The sunset was beautiful. Of course free alcohol is nice. The only thing was that the ad said margaritas, but there wasn't any.
Nice sunset tour. We had a lot of fun. Music was great. Con . Better organization at the boarding process. It's was a cluster F***
Nice time with a nice crew and good music.
from $50
$48
Day Sail Aboard Schooner America 2.0

Day Sail Aboard Schooner America 2.0

11 ratings
Duration1.5 Hrs.
Explore the high seas in style on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in...
Staff was great and accommodating.. The weather could not have been more perfect. Great way to spe d an afternoon on on Key west. Bring your sunscreen
Absoutly fantastic sail. The crew was phenomenal. The schooner was in tip top condition. We had a beautiful sail. It was the high point of my Key West visit.
Crew was awesome! What a great afternoon on the water at key west. Would definitely book again. Flo & Steve Evans
from
$56
Sunset Sip and Sail with Open Bar and Live Music

Sunset Sip and Sail with Open Bar and Live Music

28 ratings
Duration2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Our sailing trip was great we had a great time enjoyed Pete with the music and rest of staff were awesome. When we come back we will definitely do this again Thank You
Was a great sun set cruise with great entertainment and drinks
This was the highlight of our visit to Key West. Crew was great and very fun to be around. Unbelievable view and very comfortable trip. Highly recommend it and will be back in the future for another voyage.
from
$49
Wind and Wine Sunset Sail
Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around...
Key West Sunset Sail on America 2.0
Embark on a spectacular sunset sailing adventure off the coast of Key West in search of the famed "Green Flash"....
Private Cycleboat Cruise Key West
Pedal, pedal then bottoms up! Now is the time to book this Private Cycleboat Cruise Key West for your chance at an...
Live Music Sunset Cruise with Cocktails Included
Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise. Experience...
Private Fishing Charter in Key West
Climb aboard a 34' Crusader and take to the ocean blue on a Private Fishing Charter in Key West for up to 6 guests. Take...
Morning Reef Snorkel and Sail in Key West
Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail...
Seabreeze Sunset Harbor Cruise with Wine and Beer
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your...
4 Hour Private Sandbar Cruise on a Tiki Bar Boat
Climb on a floating tiki bar boat for a truly unique Key West sandbar experience. Enjoy a seat at the bar as you journey...
Seabreeze Dolphin & Snorkel Tour
Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf...
Private 4 Hour Key West Fishing Charter (for 6 Guests)
All Aboard this center console for a day of fun in the sun, fishing your hearts out with this Private Half Day Key West...
Cycleboat Cruise Key West
Pedal, pedal then bottoms up! Now is the time to book this Cycleboat Cruise Key West for your chance at an all-inclusive...
Private Key West Dolphin Sightseeing Charter
Set out on an adventure with this Key West Dolphin Sightseeing Charter. Enjoy cruising on gorgeous water within...
Private Key West Sandbar & Snorkeling Charter
Experience the beautiful Florida Keys and its lush mangroves, islands, turquoise waters, and marine life on this full...
Private 8 Hour Key West Fishing Charter (for 6 Guests)
All aboard this center console for a day of fun in the sun, fishing your hearts out with this Private 8 Hour Key West...
Private Tritoon Charter on the Barefoot One
Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets it apart from anywhere else in...
Private Harbor Day Sail Aboard the High Tide
Cruise the scenic waters of America's southernmost city on a private day sail adventure with the professionals at Sunset...
Rum Runner Bar Boat Sunset Cruise
Enjoy a sunset cruise on the water on the best value bar boat in Key West. Cruise the gorgeous water on this Rum Runner...
Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas
Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The...
Private Key West Morning Boat Charter (up to 6 guests)
Climb aboard for a day of ultimate relaxation on this Private Key West Morning Boat Charter. Get ready to cruise away on...
Private Key West Afternoon Boat Charter (up to 6 guests)
Climb aboard for a day of ultimate relaxation on this Private Key West Afternoon Boat Charter. Get ready to cruise away...
Private Sunset Cycleboat Cruise Key West
Pedal, pedal then bottoms up! Now is the time to book this Private Sunset Cycleboat Cruise Key West for your chance at...
Rum Runner Bar Boat Early Bird Cruise
Cruise the gorgeous water on the best value bar boat in Key West and give a cheers for every gorgeous sight. Perfect for...
Backcountry Paradise Private Charter - Up to 4 Guests
Take an adventure through the Florida Keys' Backcountry on a Custom Charter for up to four guests. Customize your...
Private Chill Out Lily-Pad Sail - Up to Six Guests
Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating...
Dip and Sip Afternoon Snorkel with Open Bar
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie...
Combo Dolphin and Snorkel Cruise in Key West
Climb aboard a combo snorkel and dolphin watch adventure and see the best of Key West. First head out looking for pods...
Private BYOB Sunset Sailing Excursions
Cruise the picturesque waters of Key West at sunset aboard the 33' yacht of Sunset Sail Key West. Among the most popular...
Private Luxury Yacht Charter
Climb aboard for a leisurely adventure through the Florida Keys with this Private Luxury Yacht Charter. Experience the...
Sunset Sail Aboard the Historic When and If
Set sail on Key West’s most elegant historic schooner, the When and If. Built in 1939 for General George Patton’s...
3/4 Day Split Charter Fishing in Key West
Climb aboard a 34' Crusader and take to the ocean blue on a deep sea fishing charter for up to 6 guests. On this 3/4 day...
Key West Day Trip with Glass Bottom Boat Ride
Journey to explore the southernmost city in the U.S. on a Key West Day Trip with Glass Bottom Boat Ride from Miami or...
Schooner Champagne Sunset Sail
Come along on this Champagne Sunset Sail and step into the lap of luxury. Sip, relax, and unwind aboard a gorgeous...
Wreck Dive Scuba Adventure
Visit two shipwreck locations and explore Key West's underwater treasures. Glide through the shimmering waters in search...
Harbor History Tour Key West
Soak up the idyllic seaside views on this fully narrated Harbor History Tour Key West. Climb on board for a breathtaking...