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

Key West , United States

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

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(1316 reviews)

For a full refund, cancel at least 24 hours before the scheduled departure time.

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About this experience

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!

Available options

Departure

Enjoy a sunset sail like no other with fines wines from around the globe and hors d'oeuvres to compliment them. Great for that special occasion.

What's included

Light refreshments

Wine tasting

Unlimited beer, wine and soft drinks

Hors d'oeuvres complementing the wines

Detailed itinerary

Check-In at our storefront 1/2 hour before departure

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!

What's not included

Gratuities

Available languages

Guide guide

Reviews breakdown

Viator 4.9

439 reviews

5★

412

4★

3★

2★

1★

Tripadvisor 4.9

877 reviews

5★

842

4★

3★

2★

1★

Important information

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.

Meeting 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

Important notes

Check in time for your excursion is 30 minutes prior to departure.

If you are driving down the Florida Keys please allow yourself extra time for delays in traffic. All members of your party need to visit the Danger Chandlery to check in and receive a boarding pass prior to the trip.

Danger Chandlery
255 Front St
Key West Fl
Walk up the brick walking path to the right of the Opal Key Resort. We are the 2nd shop on the left at the top of the ramp.

After check in, your captain will escort you through the marina to the boat.

Please call with any questions: 305-304-7999

About Key West

Key West is a vibrant island city known for its tropical climate, rich history, and laid-back atmosphere. As the southernmost city in the continental U.S., it offers a unique blend of Caribbean and American cultures, stunning beaches, and a thriving arts scene.

Top Attractions

Duval Street

The heart of Key West's nightlife and shopping, Duval Street stretches from the Gulf of Mexico to the Atlantic Ocean, offering a mix of bars, restaurants, shops, and galleries.

Entertainment Half day to full day Free to explore, costs vary for attractions and dining

Dry Tortugas National Park

A remote and pristine national park accessible only by boat or seaplane, featuring Fort Jefferson and stunning coral reefs for snorkeling and diving.

Nature Full day trip Ferry: $185-$220, Seaplane: $300-$350, Park entry: $15 per person

Key West Butterfly and Nature Conservatory

A lush tropical garden filled with free-flying butterflies, birds, and other wildlife, offering a serene and educational experience.

Nature 1-2 hours $22 for adults, $12 for children (6-17)

Must-Try Local Dishes

Key Lime Pie

A tangy and sweet pie made with key lime juice, egg yolks, and sweetened condensed milk, topped with whipped cream or meringue.

Dessert Contains dairy and eggs, can be made gluten-free

Conch Fritters

Deep-fried fritters made with conch meat, vegetables, and spices, served with a dipping sauce.

Appetizer Contains seafood, can be made gluten-free

Grouper Sandwich

A sandwich featuring fresh local grouper, often blackened or fried, served on a toasted bun with lettuce, tomato, and tangy sauce.

Lunch Contains seafood, can be made gluten-free

Popular Activities

Snorkeling Diving Kayaking Paddleboarding Fishing Beach lounging Spa treatments Sunset cruises

Best Time to Visit

November to April

This is the most popular time to visit Key West, with pleasant weather and lower humidity. It's ideal for outdoor activities and festivals.

21-28°C 70-82°F

Practical Information

Language

Official: English
Widely spoken: Spanish
English: Widely spoken

Currency

U.S. Dollar (USD)

Time Zone

Eastern Time Zone (ET) (UTC-5:00, UTC-4:00 during daylight saving time)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Key West is generally a safe destination for travelers, with low violent crime rates. However, petty crime, such as pickpocketing and theft, can occur in tourist areas. Exercise caution and common sense to ensure a safe and enjoyable trip.

Important Precautions:

• Keep valuables secure and out of sight
• Use ATMs located inside banks or reputable establishments
• Be cautious when using public transportation or taxis, and always use licensed services

Getting there

By air

Key West International Airport • 4 miles from downtown

Getting around

Public transport

Affordable and convenient, with multiple routes serving popular destinations.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Old Town New Town

Day trips

Dry Tortugas National Park

70 miles by ferry or 30 minutes by seaplane • Full day

A remote and pristine national park featuring Fort Jefferson and stunning coral reefs for snorkeling and diving.

Big Pine Key

30 miles north of Key West • Half day to full day

A scenic island known for its pine rocklands, wildlife, and the famous Key deer.

Looe Key Reef

5 miles west of Big Pine Key • Half day to full day

A popular snorkeling and diving spot featuring a vibrant coral reef and diverse marine life.

Festivals

Fantasy Fest • Late October Key West Food and Wine Festival • Early November Key West Highlight Film Festival • Early November

Pro tips

Visit Mallory Square for the famous sunset celebrations, which feature street performers, local vendors, and stunning views of the sunset.
Explore the island by bike or scooter, as it's a great way to get around and see the sights.
Try key lime pie, a local specialty made with fresh key limes and sweetened condensed milk.
Visit the Key West Butterfly and Nature Conservatory, a lush tropical garden filled with free-flying butterflies, birds, and other wildlife.
Take a day trip to Dry Tortugas National Park, a remote and pristine island featuring Fort Jefferson and stunning coral reefs for snorkeling and diving.