We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Private Sunset Sail with Wine and Cheese

Highlights
  • Set sail from Key West on a private sailboat
  • Watch the sunset from a tranquil vantage point
  • Enjoy wine and cheese on board the boat
More
Private Sunset Sail with Wine and Cheese
From US$350.00
Check Availability
  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
Date
Travellers
Tour options (6)
4pm Private Sunset Sail
Most Popular
2 Hour sail in Key West harbor with you and your guest only. Sailing a new 45 foot sailboat located in the heart of Key West. We provide hotel pick-up and customized drinks and snacks to your desire
From US$400.00
6:30pm Private Sunset Sail
2 Hour sail in Key West harbor with you and your guest only. Sailing a new 45 foot sailboat located in the heart of Key West. We provide hotel pick-up and customized drinks and snacks to your desire
From US$350.00
5pm Private Sunset Sail
2 Hour sail in Key West harbor with you and your guest only. Sailing a new 45 foot sailboat located in the heart of Key West. We provide hotel pick-up and customized drinks and snacks to your desire
From US$400.00
Show 3 more
Lowest Price Guaranteed
Overview
Treat yourself, your sweetheart, your friends, or your family to a private sailing tour from Key West to watch the sunset, a daily island ritual. With a captain at the helm of a private boat, you'll cruise out from the marina to admire views of the sea and Key West waterfront.
What to Expect

After booking we will call you to discuss drinks and snacks you wish to have on your private sunset sail.  After we pick you up from your hotel or resort, we whisk you away to your sailboat downtown where you will meet the Captain.   After a brief introduction we will take you and your guests to Key West harbor and all the sites along the beautiful coast.  Wine and cheese laid out and presented during the sail.  If you wish to grab the helm or work the lines the Captain would love to inspire future sailors, or just relax and enjoy the sail.  We sail with the engines shut off unlike many of the "sail charters" in Key west.

Reviews (13)
1 - 5 of 12 reviews
Reviewed 13 June 2018
Best Sunset Sail in Key West

Our family spend a wonderful evening on the private sunset sail with Captain James last week. Our children, ages 8-15, all said it was their favorite thing all week! James took the time to show them the hows and why of sailing and let them...More

Date of experience: June 2018
Thank rcg0ld
Reviewed 21 May 2018
Sail the Seas With the Best

Sail #1 ... You know the road - the one paved with good intentions? Yep, that one. We signed up for a sunset cruise. At the appointed time we met our intrepid caption, Dano, and headed to the boat through raindrops. (Ah, Key West, you...More

Date of experience: May 2018
2  Thank LisaMalmar
Reviewed 3 May 2018
Could have been better......

Be prepared for last minute changes( we had a couple of them). On our trip the motor ran most of the trip and the other boats did not seem to have problems with the wind. I think the trip could have been better.

Date of experience: April 2018
Thank Randy S
Reviewed 29 April 2018
Capt Dan and the Talisman were excellent!

I learned to pilot a sailboat! Capt Dan was a very experienced sailor and more than willing to share his knowledge and experiences - he even put limes in the beer! He let me pilot the boat for over 2 hours of the 4 hour...More

Date of experience: April 2018
Thank Rosemary S
Reviewed 26 April 2018
Highlight of Our Trip to Key West

This was the true highlight of our trip to Key West. Capitan James was so knowledgeable and a perfect host for our sunset sail. Our two teenaged boys were really interested in the boat and he took the time to explain and teach them about...More

Date of experience: April 2018
Thank laurakreitz
View more reviews
Questions & Answers
Ask a question
N2713HCgaryb
5 June 2018|
Answer
Response from loribledsoe | Reviewed this property |
Hi! When we visited it was a maximum of six. Give him a call. We really enjoyed it!
1
Vote
Travellers Also Viewed
Private Sunset Sail
11 Reviews
from US$394.99*
Small-Group Sunset Sail with Wine
89 Reviews
from US$91.38*
2 HR Sunset Cruise
9 Reviews
from US$59.00*
Frequently bought together
Parasailing in Key West
31 Reviews
from US$54.00*
Key West Dolphin Watch and Snorkel...
103 Reviews
from US$72.50*
Wild Dolphin Sail & Shallow-water...
61 Reviews
from US$95.59*
Key West Glass-Bottom Boat Tour with...
66 Reviews
from US$41.56*
Key West Sunset Champagne and...
170 Reviews
from US$63.00*
Key West Sunset Champagne Cruise
64 Reviews
from US$41.00*
Key West Sunset Dinner Cruise
52 Reviews
from US$63.43*
Key West Sunset Party Cruise
76 Reviews
from US$56.06*