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Sunset Sail on Historic Schooner in Key West provided by Sunset Sail Key West

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Sunset Sail on Historic Schooner in Key West

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Recommended by 90% of travellers
Select Date and Travellers
From
US$89.48
Date
2 adults
Options
Reserve Now & Pay Later
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Overview
Itinerary
+
You'll start at
Stock Island Marina Village
7005 Shrimp Rd, Key West, FL 33040, USA
See address & details
  • 1
    Stock Island Marina Village
    Stop: 15 minutes -
    Boarding location
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You'll end at
Stock Island Marina Village
7005 Shrimp Rd, Key West, FL 33040, USA
See address & details
Important Information
Departure Point
Stock Island Marina Village, 7005 Shrimp Rd, Key West, FL 33040, USA
Duration
2h
Return Details
Returns to original departure point
Inclusions
  • Bottled water
  • Light refreshments
  • Wine tasting
Exclusions
  • Alcoholic beverages
  • Gratuities
  • Hotel pickup and drop-off
  • Transportation to/from attractions
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Additional Info
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Children must be accompanied by an adult
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 28 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
40Reviews
0Q&A
Traveller rating
  • 34
  • 2
  • 1
  • 1
  • 2
Traveller type
Time of year
Language
Popular mentions
mqua wrote a review Mar 2020
Yardley, Pennsylvania20 contributions2 helpful votes
Gorgeous sailboat. So we’ll taken care of and clearly loved by the staff. The ship mates were very helpful with their insights and stories as they also took an interest in ours. Really friendly and love what they do. We had the pleasure of sailing with the owner. He was
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Karla C wrote a review Feb 2020
Dacula, Georgia6 contributions
I am not allowed to leave a 0 out of 5 rating. My husband and I booked a sunset cruise on the When and If for Wednesday. Wednesday’s weather was not good so Sean from their office called to tell us that the Captain had cancelled for that night. We are leaving Key West tomorrow
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Response from SethSalzmann, Owner at Sunset Sail on Historic Schooner in Key West
Responded 2 weeks ago
I'm terribly sorry that you had this experience. People do make mistakes and I believe what happened was the Sean mistakenly rescheduled you to a shared sunset sail, which in our system is a separate item than our private charter item. To him, at first glance it appeared that the trip was completely available and he happily rescheduled your trip for the next day. Later in the the day Friday, he realized his mistake and canceled and refunded your booking and again made another mistake by not sending a cancellation email. Refunds through our booking software always take time to reappear which I know is the case with most businesses. I trust that you received the refund in the end. Again, I apologize that this was your experience with my company, as we pride ourselves on our customer service. We are a small company that exists only to preserve these vessels that are a piece of American history and maintaining a great relationship with our clients is our top priority. Please consider contacting us to allow me to make it up to you with a complimentary sail! Stay Safe, Capt. Seth Salzmann Owner, SSKW
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abdz4bab wrote a review Feb 2020
Brooklyn, New York3 contributions
Last Sunset in Key West sailed on the “ When...if...,” a traditional sailing vessel whose name is tied to history. Captain Joe and crew (Anna & Anya) are warm and hospitable in sharing their passion for this tempting lifestyle. The evening and weather were perfect. Got great
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Date of experience: February 2020
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Mike G wrote a review Feb 2020
1 contribution
This classic schooner is beautifully preserved and a joy to the eye. Because we sailed from Stock Island, we weren't part of a procession of boats and had the water to ourselves. There was a decent breeze, and 'When and If' was fast. We had an excellent view of the sunset
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Date of experience: February 2020
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Elizabeth U wrote a review Feb 2020
Saint Clair Shores43 contributions5 helpful votes
Wonderful first sailing experience, friendly and competent crew made the excursion an amazing experience. Great historical background and the crew shared personal histories also. Casual and comfortable, and we all needed to bundle up last nite. Thanks to the When and If crew!
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Date of experience: February 2020
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About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Sunset Sail Key West
allhandlestaken
00
Sunset on High Tide
Thanks to Captain Joanne and crew Elijah our small group of friends had a spectacular time on the water. The weathe
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llwhitehe
00
Smooth Sailing
My husband, sister, brother-in-law and I wanted a personal sunset sail when visiting Key West at the end of Februar
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PilarFranks13
00
Happy day
wonderful family and friend experience. Beautiful boat. Crew was very very knowledgeable and friendly
Read more
Srivais
00
Sunset on the When and If
There is nothing like sailing on history. The When and If was Patton's boat and he told his wife "When and if I co
Read more
James S
00
PERFECT EVENING
Crew Was AMAZING in their work and INTERACTING with guests .I would suggest this to anyone visting KEY WEST .Jus
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Pam A
00
Love in the time of Coronavirus
We were fortunate enough to have this lovely sunset sail despite the fact that as we traveled, the entire country w
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980jerryp
00
Gorgeous Sunset Sail
We had a great time sailing with Sunset Sail Key West. Two couples did the Sunset Sail and it was Gorgeous seeing t
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Beth P
00
Beautiful. Perfect. Thank you to the crew!
Our mom, Full Moon Lady had her wish full filled and is forever in the ocean. Thank you to the very compassionate c
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swatkins7485
00
Wonderful trip
Took my grandmother for a sunset sail. Beautiful and historical sailboat, crew was amazing and sunset was beautiful
Read more
kimandgary2020
00
Beautiful Sailboat
We loved sunset cruise on this beautiful old boat. The crew was fantastic! It’s a BYOB Cruise, so we were able to
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Barbara M
00
Quality experience
What an interesting ship! We brought our own beverages and chose from a high variety nut, fruit, and cheese tray (w
Read more
bigfokkerdog
00
A dream
We had a sunset Sail on the when and if schooner. The captain and crew were fabulous, their customer service was ou
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redbubbie
00
Great exciting sail
The 6 mature adults went for an afternoon sail on a windy day the captain handled the wind effortlessly and we had
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LRia
00
Amazing Incredible Outstanding
This was my first time in a sailboat and it was AMAZING!!! Spent this experience with my husband and kids! Libby
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rjspinsky
00
Wonderful trip on historic schooner
A sunset tour on the “When and If” was on my bucket list. It didn’t disappoint! Water was a bit rough, but the capt
Read more
Key Details
  • Duration: 2h
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
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  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
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