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Sunset Sail Key West

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202 William St, Key West, FL 33040-6645
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Tours from Sunset Sail Key West tend to sell out - travelers recommend booking in advance!
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$294.99*
and up
Private 90 Minute Customized Sailing Charter
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$394.99*
and up
Private Sunset Sail
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There's no better way to experience the Florida Keys than right on the water, and there's no better charter to trust with your tour than Sunset Sail Key West. With years of experience and a lifetime of passion, our fleet of locally owned sailboats and personable sailors will show you all the beauty that Key West has to offer. As you join us for a sunset, starlight, or snorkel sail, you'll find that the sparkling waters of the Florida Keys have a way of bringing people together. Our dedicated team is flexible, accommodating, and dedicated to making your sailing experience as smooth and personalized as possible.
  • Excellent94%
  • Very good3%
  • Average1%
  • Poor1%
  • Terrible1%
Travelers talk about
“high tide” (79 reviews)
“conch west” (23 reviews)
“captain seth” (20 reviews)
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Hours
Hours Today: 8:00 AM - 10:00 PM
Suggested Duration: 2-3 hours
LOCATION
202 William St, Key West, FL 33040-6645
Ways to Experience Sunset Sail Key West
from $394.99
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from $294.99
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Write a ReviewReviews (529)
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All reviews
"high tide"
in 79 reviews
"conch west"
in 23 reviews
"captain seth"
in 20 reviews
"general patton"
in 6 reviews
"private charter"
in 21 reviews
"beautiful boat"
in 18 reviews
"wine and cheese"
in 9 reviews
"perfect evening"
in 7 reviews
"green flash"
in 6 reviews
"great company"
in 8 reviews
"adult beverages"
in 6 reviews
"booze cruise"
in 6 reviews
"crackers"
in 8 reviews
"small group"
in 10 reviews
"friendly crew"
in 6 reviews
"highlight of our trip"
in 10 reviews
"an amazing experience"
in 6 reviews
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1 - 10 of 524 reviews

Reviewed 2 weeks ago via mobile

We went out on a private sailing and snorkeling trip with sunset sail key west today. Jeff was super helpful and polite with the reservation by phone (cheaper than booking online) and super personable. He kept in touch and modified the trip when we thought...More

Thank Laura A
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 4 weeks ago via mobile

It has been cloudy most of the day but we were about to go and had the most beautiful sunset. There was also an array of Caribbean cuisine and all drinks included. Very affordable 3-hour Cruise!

Thank Diane S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 4 weeks ago via mobile

We recently had the opportunity to sail with Captain Mark Reinhardt and Felicia and all we can say is WOW what professionals. These are top notch classy great people who made us feel comfortable from the moment we set sail. We actually sailed while many...More

Thank bgood98
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Reviewed 4 weeks ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed May 7, 2018

We had an overall wonderful experience on the When and If schooner. Fun ride, nice crew. The boat was once the personal yacht of General Patton.

Review collected in partnership with this attraction
1  Thank Bill S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed May 6, 2018

Great. Contact us when you are in Salem, MA. We will be happy to take another trip as all was delightful. Staff. Boat. Weather

Review collected in partnership with this attraction
1  Thank ferencik1
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed May 2, 2018

I chartered a sail for my husband’s 60th birthday. The sail was amazing. We were so impressed by the skill of our crew. It was such an enjoyable experience.

Review collected in partnership with this attraction
Thank patriciaV6520LH
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed April 26, 2018

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed April 25, 2018

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed April 23, 2018 via mobile

Okay, this is in Key West but WOW!!!!! Jon and I have taken several sunset cruises in several states. This was the best! Beer, wine, and appetizers were included but, the RumRunners were refreshing and were 2 for $6. The Captain, Brian, and Brandon were...More

Thank Kathy L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Ask a question
Questions & Answers
amarieb22
November 23, 2017|
AnswerShow all 2 answers
Response from SethSalzmann | Property representative |
If you book through TripAdvisor each private sail for up to six people is shown as (1). It's just so you don't get charged 4 times. You can just book 1 or give us a call to sort it out. Thanks for asking!
0
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JGA1333
March 8, 2015|
AnswerShow all 2 answers
Response from SethSalzmann | Property representative |
Hi JGA1333, We recommend that you make your sailing reservation for near the beginning of your stay in Key West so that in the case of poor weather we can try and arrange for another day. If the weather is bad our... More
0
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