What is the cancellation policy?

The cancellation policy is not stated in the product description, so check the operator's terms at booking or contact them directly.

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Key West Signature Sunset Sail with Live Music, Open Bar & Food

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Key West Signature Sunset Sail with Live Music, Open Bar & Food - Photo 2

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Attraction Ticket Activities

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Name: Key West Signature Sunset Sail with Live Music, Open Bar &amp; Food
Brand: HolidaySG
Price: 60.95 SGD
Availability: InStock

Florida 33040, USA

At a glance

Ticket type

E-ticket / Mobile

Confirmation

Instant

Accessibility

Wheelchair friendly

Suitable for

All ages

Ticket Options

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Premium Open Bar Upgrade

Non-refundable

Adult -7%

SGD 120.52 SGD 112.29

Child -4%

SGD 63.40 SGD 60.95

Sunset Sip & Sail with Open Bar, Live Music & Appetizers

Non-refundable

Adult -7%

SGD 91.39 SGD 85.24

Child -4%

SGD 63.47 SGD 61.02

No package is available on this selected date. Try another date.

About Key West Signature Sunset Sail with Live Music, Open Bar & Food

Set sail from Key West's historic seaport as the sun dips below the Gulf of Mexico, offering an unobstructed horizon perfect for golden-hour magic. Enjoy an open bar, curated appetizers, and live acoustic music while dolphins and seabirds make frequent appearances throughout your cruise.

Local Legends & Stories

Key West has long celebrated sunsets as a daily ritual, rooted in its maritime culture and laid-back island spirit. The tradition of gathering to watch the day end dates back to early fishing communities and remains a cornerstone of local identity.

Must Do Experiences

Watch the sunset paint the sky over open water with no rooftops or crowds blocking the view
Sip unlimited draft beer, wine, and cocktails from the moment you board
Dance and sway to live acoustic sets from one of Key West's top musicians
Spot dolphins and seabirds that regularly glide alongside the boat

Hidden Gems

The crew often pauses announcements when dolphins appear frequently, so keep your eyes on the water
A sweet treat is served at the end of the meal, rounding out the food experience
The small group size ensures a relaxed, intimate atmosphere unlike larger tourist boats

What Makes it Special

Sails far enough out for a true open-water sunset with nothing but horizon and sky
Deliberately limited passenger numbers create a premium, uncrowded experience
Combines live music, an open bar, and multi-course food in one seamless voyage

Available Facilities

Open well bar live acoustic music hot appetizers cheese platters dessert seating areas restroom on board shaded deck space

Perfect Timing

When to visit for the best experience

Visit during the dry season from November to April for the most comfortable weather and clearest skies. Sunset times vary by month, so book based on your preferred timing and arrive early during peak tourist seasons.

Photography Guide

Capture the perfect shots

Use a wide-angle lens to capture the expansive sunset and open water
Shoot during golden hour for warm, soft lighting on the deck and passengers
Keep an eye on the water for dolphins and birds to include in your shots

Cultural Etiquette

Respect local customs and traditions

Embrace the laid-back Key West attitude and enjoy the experience without rushing Respect the live music by keeping conversations low during performances Dress casually but neatly, as this is a relaxed yet special occasion

Special Events & Experiences

Enhanced experiences and seasonal highlights

Holiday-themed sailings around Fourth of July, Christmas, and New Year's Eve
Occasional special music collaborations or themed drink menus
Private charter options available for birthdays, anniversaries, or group celebrations

Important Guidelines & Safety

Essential safety information and guidelines

Listen to the crew's safety briefing and follow all instructions on board
Use handrails when moving around the deck, especially near the water
Stay hydrated and pace your alcohol consumption to enjoy the full experience

Visitor Information

Entry Fee

Pricing is all-inclusive, covering unlimited drinks, appetizers, cheese, and dessert. Prices vary by season and booking date, with discounts sometimes available for groups or early reservations.

Visit Duration

The cruise typically lasts around 2 to 3 hours, departing in the late afternoon and returning after sunset.

Accessibility

The boat is accessible for guests with limited mobility, but there may be steps to board. Contact the operator in advance to discuss specific accessibility needs.

Overview

The boat leaves the historic seaport in the late afternoon and sails out into the Gulf of Mexico, far enough from land that the sunset happens over open water with nothing in the way — no rooftops, no crowds on the pier, just the horizon and a lot of sky.

A musician plays acoustic sets through the sail, the bar is open from the moment you board with beer, wine and cocktails, and food comes round in waves — hot appetisers, cheeses, something sweet at the end. Dolphins and seabirds turn up often enough that the crew stop announcing them.

Numbers on board are deliberately kept low, so everyone has a seat at the rail rather than a spot in a scrum. As the light goes the breeze picks up, the colour spreads across the water, and Key West becomes a low line of lights behind you.

Key West Signature Sunset Sail with Live Music, Open Bar & Food gallery

Important Information

Opening Hours

Open 24 hours

What's Included

Live Music & Entertainment – Dance along to live performances from one of Key West's best
Savor a variety of tasty appetizers as you relax on board.
Unlimited Open Well Bar – Enjoy endless drinks, featuring draft beer, wine, champagne, mixed drinks, rum runners, margaritas & more.
Newest Catamaran in Key West – Cruise in style on The Sandie Cat, the latest addition to our fleet.
Top-Rated Sunset Cruise – Experience Key West's most celebrated sunset cruise

Not Included

Gratuities

Select your preferred date and ticket type, then add to cart.

Complete secure payment at checkout.

Receive instant e-ticket confirmation via email.

Show your mobile or printed voucher at the venue.

Infants and small children can ride in a pram or stroller Service animals allowed Public transportation options are available nearby Specialized infant seats are available Suitable for all physical fitness levels Please check in for the trip 30 minutes prior to departure time Children must be accompanied by an adult Minimum drinking age is 21 years

Location

Florida 33040, USA

Frequently Asked Questions

It includes the sunset sail, live acoustic music, an open bar with beer, wine, and cocktails from boarding, and food served in rounds ending with a sweet treat.

It departs in the late afternoon and returns after sunset, so the exact duration depends on the time of year and the sunset schedule.

It departs from the historic seaport in Key West; the specific slip is listed on your ticket or confirmation.

The product description does not mention age restrictions, but the calm acoustic setting and deliberately low passenger numbers make it suitable for most ages.

The product details do not specify wheelchair accessibility, so contact the operator directly before booking.

The sail runs at sunset throughout the year, but the clearest skies are more common during the dry season from late fall through spring.

Bring a light jacket or layer because the breeze picks up as the sun goes down, and a camera is useful for sunset and wildlife sightings.

The cancellation policy is not stated in the product description, so check the operator's terms at booking or contact them directly.

The open bar serves beer, wine, and cocktails from the moment you board, and food is served in rounds of hot appetisers, cheeses, and a sweet finish.

Dolphins and seabirds appear often enough that the crew stop announcing them, but wildlife sightings are never guaranteed.

About Key West Signature Sunset Sail with Live Music, Open Bar & Food

The cruise typically lasts around 2 to 3 hours, departing in the late afternoon and returning after sunset.

Key West, also known as Key West, is an island and city in the southern Florida Keys. Key West, known as the End of the World Island, is one of the 1,700 islands in the Florida Keys, located at the southeastern tip of the United States. Key West is a tropical coral island connected to the continental United States by a magnificent "sea bridge" - Highway 1.

Pricing is all-inclusive, covering unlimited drinks, appetizers, cheese, and dessert. Prices vary by season and booking date, with discounts sometimes available for groups or early reservations.

The boat is accessible for guests with limited mobility, but there may be steps to board. Contact the operator in advance to discuss specific accessibility needs.

Listen to the crew's safety briefing and follow all instructions on board
Use handrails when moving around the deck, especially near the water
Stay hydrated and pace your alcohol consumption to enjoy the full experience

Use a wide-angle lens to capture the expansive sunset and open water
Shoot during golden hour for warm, soft lighting on the deck and passengers
Keep an eye on the water for dolphins and birds to include in your shots

Open well bar, live acoustic music, hot appetizers, cheese platters, dessert, seating areas, restroom on board, shaded deck space

General Questions

Simply select your preferred date, choose the ticket type and quantity, then click "Add to Cart". Complete the secure checkout to receive your e-tickets instantly via email.

Yes, all payments on HolidaySG are processed through SSL-encrypted, PCI-compliant payment gateways. We support major credit/debit cards and other secure payment methods.

Most bookings are instantly confirmed. You will receive your e-tickets via email within minutes of completing your purchase.

Cancellation and modification policies vary by activity. Please check the specific cancellation policy listed under each ticket option before booking.

In most cases, you can show your e-ticket directly from your mobile phone at the venue. Some activities may require a printed voucher — this will be clearly stated in your confirmation email.

If an activity is cancelled by the operator due to weather or other unforeseen circumstances, you will typically receive a full refund or be offered an alternative date.

Yes, you can select multiple tickets for your group. For large groups (10+ people), please contact our support team for special group rates.

No, the price you see is the price you pay. All taxes and service fees are included in the displayed price.

We recommend arriving at least 15-30 minutes before your scheduled time to allow for check-in and any security procedures.

Yes, you can purchase tickets as a gift or for other travellers. Simply enter the correct details during checkout.

All prices on HolidaySG are displayed in Singapore Dollars (SGD) unless otherwise indicated.

Yes, HolidaySG is an authorized booking partner working directly with attractions, tour operators, and experience providers across Asia.

Our customer support team is available daily (9 AM – 11 PM SGT) to help. You can reach us via email or chat, and we will work to resolve any issues as quickly as possible.

Some activities offer special pricing for students, seniors, and children. These will be shown as separate ticket types when available.

Tickets are generally valid only for the selected date. If you need to change your visit date, please contact our support team before the original date.

Refund policies depend on the specific activity and ticket type. Free cancellation options are clearly marked where available.

You can reach our support team daily (9 AM – 11 PM SGT) via email at support@holidaysg.com or through the live chat on our website.

No, you can book as a guest. However, creating an account lets you track your bookings, save favourites, and access exclusive deals.

We strive to offer the most competitive prices. If you find a lower price for the same activity on another platform, contact us and we will do our best to match it.

Yes, we often offer combo packages that bundle popular attractions together at a discounted rate. Check our promotions page for current deals.