(855) 274-1023 Key West Questions? Call Us Now!

Key West Wind & Wine Private Charter (up to 30 guests)

483 Reviews | Key West

Loading Options


2.5 Hours (approx.)
Mobile Ticket
Instant Confirmation

Overview

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on a beautiful 65ft sailing boat.

Highlights

  • Rated #1 on Trip Advisor for three years running Beautiful sailing boat
  • Exclusive Trip with just over twenty passengers
  • Amazing Key West sunset views
  • Attentive and Friendly Crew

Description

Schedule

What's Included

What To Bring

Additional Info

Cancellation Policy

Frequently Asked QuestionsFAQ

Location

Reviews

4.94
483 reviews

Average 4.94 out of 5 stars based on 483 verified reviews from Tours of Key West and TripAdvisor

5 stars
459
4 stars
17
3 stars
7
2 stars
0
1 star
0
Tiffany_W, Jun 2023 Verified
Captain Evan and Crew Dani, Shawn and Rocky were awesome. Very accommodating and fun! Great evening in the water.
nukat, May 2023 Verified
This was our second trip with Tours of Key West since we enjoyed our first one so much. And it was another wonderful experience. Our crew of Bronza, Rose and Gannon were fantastic and worked so well together. They were attentive to everyone's requests and frequently asked if they could get us anything else. It was a beautiful evening for sailing and Capt. Bronza even mentioned the conditions were the best they had in a while. Great winds and gorgeous sunset. Thank you to our captain and crew and Tours of Key West ! We will be back!
Loretta_M, May 2023 Verified
What can I say! Crewe amazing very attentive and safety conscious. They kept the drinks and snacks flowing. Sound track brilliant and you felt very safe in their capable hands
Zach383z, May 2023 Verified
Great crew and perfect sunset! I’d highly recommend this sail! The wine and snacks went well together.
Donald_C, May 2023 Verified
Great experience. It was exactly as advertised. A small group, fantastic crew. We will be doing this again for sure.
gknewton1, May 2023 Verified
The awesome sunset was my favorite part. The setting sun provided a multitude of postcard photographs
Shelley B, May 2023 Verified
Everyone should put this on your list of to do‘s while in Key West. So many of the other boat charters are completely full with up to 75 people. This one has no more than 26 people completely intimate great wine, great appetizers, and the crew was extraordinarily kind and funny. The crew also made sure your drinks were always full brought food by so there really was no need to get up and roam around,which I appreciated. I met several people on the boat that do this to her every year because of the wind selection, and the snack pairings and the relaxing experience.
Teresa_p, May 2023 Verified
The crew were friendly and amazing, the sail was delightful with wine and snacks and the sunset was a masterpiece of beauty!
bettybT4987AB, May 2023 Verified
Views, ship and crew amazing! Had a wonderful sunset cruise with captain Brian and crew . The wine was a great variety and appetizers great. Fun evening!
Yvette_N, May 2023 Verified
Anna was a great hostess. Wine and food was awesome. I would highly recommend this trip. The sunset was beautiful

Still have questions?

We’re here to help. Call Us, Text Us, or Live Chat to speak with a Destination Specialist
Product code: C-757

Similar Tours & Activities

Key West Sunset Champagne Cruise
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

Key West Sunset Champagne Cruise

 90 minutes (approx.)  Free Cancellation  Instant Confirmation
Best Rate
$49.95

Key West Mangrove Ecosystem Paddleboard Tour
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

Key West Mangrove Ecosystem Paddleboard Tour

6
 2 hours  Free Cancellation  Instant Confirmation
from
$50

Wild Dolphin Sail & Shallow-water Snorkel
Likely to Sell Out

Wild Dolphin Sail & Shallow-water Snorkel

 4 hours  Instant Confirmation
from
$97.91

Travelers Who Bought This Tour Also Bought

Key West Split Fishing Charter
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

Key West Split Fishing Charter

 4, 6 or 8 Hours  Free Cancellation
$350
$200

Key West 22′ Parker Boat Rental

Key West 22′ Parker Boat Rental

5
 4 or 8 Hours
Best Rate
$350

Key West Truman Little White House
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

Key West Truman Little White House

 1 to 2 hours  Free Cancellation  Instant Confirmation
from
$22.96