Key West Sunset Sail Aboard Legendary Schooner Appledore

Key West , United States

Key West Sunset Sail Aboard Legendary Schooner Appledore

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(217 reviews)

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

Instant confirmation

Mobile or paper ticket accepted

About this experience

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. We limit passengers to just 36, guaranteeing you'll have room to move about and have an intimate evening experience. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

With the painted sky as an exquisite backdrop, your sunset sail takes you past Key West’s Historic Seaport, Mallory Square’s Sunset Celebration, the Navy Mole where the big ships dock and the civil war era Fort Zachary Taylor. Soak in these sights while enjoying a glass of premium wine, an icy cold premium beer, full cocktail bar or soft drinks.

Available options

Key West Sunset Sail Aboard Legendary Schooner Appledore

What's included

Soda/Pop

Chef's selection of Hors d'ouevres and cocktail shrimp

Premium beer, boutique wine, champagne and cocktails for guests >21 years of age

Sunset sail aboard a classic wooden Schooner that has circumnavigated the globe

Detailed itinerary

Stop 1 Pass by

The Key West Historic Seaport is a picturesque area located along the waterfront of Key West, Florida. It serves as both a working marina and a vibrant hub for visitors. The seaport features charming old buildings, colorful shops, restaurants, and bars, all set against the backdrop of the sparkling waters of the Gulf of Mexico.

Stop 2 Pass by

Mallory Square is a popular waterfront area located in Key West, Florida. It's famous for its vibrant sunset celebration, where locals and visitors gather every evening to enjoy street performances, live music, and food vendors while watching the sunset over the Gulf of Mexico.

Sunset Key is a small, private island located just off the coast of Key West, Florida. It is known for its luxurious accommodations, beautiful beaches, and stunning sunsets.

What's not included

Gratuity

Available languages

Guide guide

Reviews breakdown

Viator 4.9

34 reviews

5★

4★

3★

2★

1★

Tripadvisor 5.0

183 reviews

5★

178

4★

3★

2★

1★

Important information

Service animals allowed

Infants are required to sit on an adult’s lap

Suitable for all physical fitness levels

Total sailing time is 2 hours. There are no stops.

Meeting point

Check-in is located at the far end of William Street, just to the right of the Western Union sign. From Elizabeth Street, keep the water on your left and follow Lazy Way Lane past the shops. The Marker Resort on your right, and the Schooner Wharf Bar on your left. The booth will be on your left.

Important notes

Please arrive 30 minutes prior to your departure time to allow for ticket exchange and boarding.

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.