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Caribbean ports/Key West/Tours

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

4.9 (1,482 reviews)2 hKey WestSightseeingFits a typical call
Fits your day

Back at the ship by about 10:40 am, 4 h 50 min before all aboard. That keeps your 1 h safety margin with 3 h 50 min to spare.

Safety margin
7 am8 am9 am10 am11 am12 pm1 pm2 pm3 pm4 pm
8:20 am – 10:40 am
Ship in portGetting ashore (20 min)Safety margin (1 h)All aboard 3:30 pm
  1. 8:00 am
    Ship docks in Key West20 min to get off the ship and through the terminal
  2. 8:20 am
    Leave the pierAbout 10 min to the start point
  3. 8:30 am
    Earliest tour startTour runs 2 h. Latest sensible start: 12:20 pm.
  4. 10:30 am
    Tour ends10 min back to the pier
  5. 10:40 am
    Back at the gangway4 h 50 min before all aboard
  6. 3:30 pm
    All aboardGangway closes; the ship won't wait for independent tours

Estimates based on the tour's longest published duration, our researched travel times and typical pier queues. Confirm the departure time on the booking page and keep your watch on ship's time.

Our verdict

This tour fits a typical Key West call (8:00 am–3:30 pm). It runs 2 h; ashore by 8:20 am, you can start by 8:30 am and be back at the gangway around 10:40 am — 3 h 50 min to spare on top of a 1 h safety margin.

Rule of thumb: it keeps the safety margin as long as all aboard is 11:40 am or later. Even a short 7:00 am–2:00 pm call works.

The operator lists a meeting point in town rather than at the pier, but Key West is small: anywhere in the centre is within about 10 min of the ships on foot or by a short taxi ride, so we count 10 min each way.

Among the 350 Key West shore excursions we track, this is one of the shorter ones (the median runs 3 h); 85% of them fit a typical call.

Computed from the tour's published duration, the distance from the cruise pier to its start point and the typical Key West call. Adjust your ship's times above to recheck.

About this tour

The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, fruit, and chocolate.

With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight.

What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!

Max 26 per group English

What's included

  • Light refreshments
  • Wine tasting
  • Unlimited beer, wine and soft drinks
  • Hors d'oeuvres complementing the wines

Not included

  • Gratuities

Itinerary

  1. 1
    Danger Charters
    Check-In at our storefront 1/2 hour before departure
    20 min
  2. 2
    Key West
    Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors-d'oeuvres are also served, making the evening an unforgettable start to a great Key West night!
    1 h 40 min

Meeting point and getting there

Start point
Please arrive 30 minutes prior to your departure to check in. We are located at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum and we will be the second shop on the left
Please arrive 30 minutes prior to your departure to check in. We are located at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum and we will be the second shop on the left
From the cruise pier
About 10 min by taxi
Allow 20 min to get off the ship first. Taxi fares and pier details.
Returns
Back to the start point

Good to know

Free cancellation up to 24 hours before. For a full refund, cancel at least 24 hours before the scheduled departure time. If the operator cancels for bad weather, you can rebook or get a full refund.
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Minimum drinking age is 21 years
  • Must be 13 or older for this trip.

Traveler reviews

4.9
1,482 traveler reviews
5
95%
4
3%
3
1%
2
0%
1
0%

Read all 1,482 reviews

Operated by Danger Charters. Prices, availability and tour details come from the booking partner and can change; the booking page is authoritative.

from $135 per person
Fits a typical callCheck dates & book
2 h
Typical Key West call: 8:00 am–3:30 pm
Free cancellation up to 24 hours before
Instant confirmation
Mobile ticket
English

More Key West tours that fit a typical call

Back with at least an hour to spare on a 8:00 am–3:30 pm call.

All tours
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    Guided Bike Tour of Old Town Key West

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    Back by 10:40 amfrom $59
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    Key West Hop-On Hop-Off Trolley Tour

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    Back by 10:10 amfrom $56
  • Fits your day

    Key West Sunset Sail with Live Music, Drinks and Appetizers

    2 h 4.6
    Back by 10:40 amfrom $73
from $135Check dates & book