Key West , United States

Sunset Sail Cruise in Key West

Active

(247 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

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or loud music. We go sailing! Plenty of room to get up and mingle with other guests. Help raise the sails! Steer the ship! Shoot the cannons! Or just sit back and relax!

Available options

Sunset Sail Cruise in Key West

What's included

Coolers of ice with cups and bottled water

Snacks

Sunset Sail

Detailed itinerary

You will take in a memorable sail of Key West's most famous sights - the Historic Seaport of Key West - cruise into Man O War Harbor - sail by Christmas Tree Island - the mansions on Sunset Key - see Mallory Square from the water - the Navy Mole and the Civl War Fort Zachary Taylor - cruise by the State Park and sail out into the open Atlantic to observe each days unique sunset!

What's not included

Alcoholic Beverages

Soda/Pop

Available languages

Guide guide

Reviews breakdown

Viator 4.7

41 reviews

5★

4★

3★

2★

1★

Tripadvisor 5.0

206 reviews

5★

202

4★

3★

2★

1★

Important information

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Suitable for all physical fitness levels

There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.

Meeting point

15 minutes before sailing time - In the Historic Seaport at the corner of Elizabeth and Greene streets.
At the ticket booth on the dock along side the Conch Republic Seafood Company Restaurant.

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.