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Key West Sailing Charters

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Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

177 ratings
Duration2 Hrs.
Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local...
Very nice experience sailing sunset
Captain Johnny & crew plus singer were fantastic hosts. looking forward to our next Sebago cruise
it was amazing...crew was very friendly and professional. The appetizers were amazing and the local talent was great!! Will definitely recommend this sunset cruise to our friends!!
from $70
$69
Key West Sunset Sail on America 2.0

Key West Sunset Sail on America 2.0

32 ratings
Duration2 Hrs.
Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green...
The staff was friendly but professional and we loved everything about this trip! If you love the water and romantic sunsets, this is a must when you visit Key West!
Very friendly and attentive crew. Great captain. Really enjoyed this sail.
We loved our time on the sunset cruise! Staff was exceptional and the captain was awesome and informative! The sunset was stunning! Highly recommend this trip!
from
$96
per ticket
Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

85 ratings
Duration1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...
Great cruise, great crew.
Not really meant for a young couple, more for a bit of an older crowd. However, we still had fun!
This cruise was awesome! Nice crew on board. They were very professional and friendly. The drinks were also very good and they weren’t stingy about handing them out. I would definitely recommend it.
from $50
$48
Day Sail Aboard Schooner America 2.0

Day Sail Aboard Schooner America 2.0

12 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
per ticket
Key West Sailing, Kayak, & Dolphin Watching with Breakfast and Lunch

Key West Sailing, Kayak, & Dolphin Watching with Breakfast and Lunch

8 ratings
Duration6 Hrs.
This fun-filled Key West tour combines three awesome adventures into one package. Enjoy a day of sailing, snorkeling,...
Great time on the Island T'ing excursion which is a 6 hour trip with snorkeling and kayaking. The boat we went on was very comfortable not overly full, with room to move about. The crew was wonderful, friendly and knowledgeable. The snorkeling was fine but not much to see. The kayaking around the mangrove on the other hand was awesome! We saw 4 nurse sharks, 3 horseshoe crabs and a tone of birds. The food was good, much better than I expected on this kind of thing. All in all a great excursion well worth the money.
The crew were friendly and professional. It was a great day and the activities were all as wonderful as advertised. Even the kayaks were really good. None of The activities were rushed. All in all a perfect day!
Girls trip was a huge success because of the professional, courteous, and friendly/funny/fun service we received on our day long excursion! Snorkeling, kayaking, dolphins, mangroves, food, fun, and sun! Thanks!
from
$127
Full Day Watersports Adventure with Breakfast & Lunch

Full Day Watersports Adventure with Breakfast & Lunch

9 ratings
Duration6 Hrs.
This all-inclusive trip includes sailing, jet skis, parasailing, banana boat rides, snorkeling, kayaking, and more!...
Awesome. Highly recommended.
We bought our ticket about 20 minutes prior to boarding. The entire check in process was extremely smooth. We were on Boat Q 4/11/2021and let me just say, the staff was so wonderful. They all communicated so well with each other and those who partnered with them on the water (Jet Ski/ Parasailing crews). They made sure we had everything we needed (with love) and safety was definitely their number one priority. The duration was just enough time for us to play, eat, talk and even nap. Breakfast was great, lunch was even better.. I’d definitely come back with more of my family and friends and would highly recommend doing this if you’re out on the Keys!
This was an absolute amazing experience for both my family and I. It provided the best opportunity to experience everything and then some. The crew were excellent!!!!
from
$180
Coral Reef Snorkeling Catamaran Trip with Margaritas included

Coral Reef Snorkeling Catamaran Trip with Margaritas included

7 ratings
Duration3 Hrs.
Experience the best afternoon you'll find on the Straits if Flofida Keys by snorkeling this gorgeous coral reef. Climb...
The people running the show were clear and very helpful with what we were doing. The weather was perfect, the sunscreen was very helpful and the snorkeling was unreal!
We had a great time on our excursion. Zane, Anna, Hannah and crew were very accommodating and personable. I would highly recommend.
It was a good afternoon crew was friendly and helpful
from
$55
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