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Home/Destinations/Key West/Sunset Cruises

Sunset Cruise Tours

The famous Key West sunset: cruises sail out as the sun sinks over the Gulf, with live music, open bars and hors d’oeuvres, echoing the celebration at Mallory Square. The island’s signature experience.

188 tours · prices per person, book with partner

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres
Key West
Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres
4.7(3,861)·2 hours
from$75/ person
via Viator
Guided Bike Tour of Old Town Key West
Key West
Guided Bike Tour of Old Town Key West
4.9(2,743)·2 hours
from$59/ person
via Viator
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
Key West
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
4.3(1,943)·2 hours
from$93/ person
via Viator
Southernmost Food & Cultural Walking Tour by Key West Food Tours
Key West
Southernmost Food & Cultural Walking Tour by Key West Food Tours
4.9(1,941)·3 hours
from$94/ person
via Viator
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
Key West
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
4.9(1,482)·2 hours
from$135/ person
via Viator
Key West Sunset Sail with Live Music, Drinks and Appetizers
Key West
Key West Sunset Sail with Live Music, Drinks and Appetizers
4.6(1,049)·2 hours
from$73/ person
via Viator
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
Key West
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
4.9(1,015)·2 hours
from$109/ person
via Viator
Sunset Sail in Key West with Beverages Included
Key West
Sunset Sail in Key West with Beverages Included
4.9(986)·1h 30min
from$79/ person
via Viator
Key West Conch Tour Train
Key West
Key West Conch Tour Train
4.5(901)·1 hour
from$45/ person
via Viator
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Key West
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
4.9(893)·2 hours
from$123/ person
via Viator
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
Key West
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
4.6(764)·2h 30min
from$90/ person
via Viator
Key West Historic Seaport Food & Walking Tour
Key West
Key West Historic Seaport Food & Walking Tour
4.9(682)·3 hours
from$94/ person
via Viator
Key West Glass-Bottom Boat Tour with Sunset Option
Key West
Key West Glass-Bottom Boat Tour with Sunset Option
3.9(615)·1h 45min–2h
from$64/ person
via Viator
Key West Champagne Sunset Catamaran Cruise
Key West
Key West Champagne Sunset Catamaran Cruise
4.7(596)·1h 30min
from$43/ person
via Viator
Key West Parasailing - Next to Cruise Port with Amazing Views
Key West
Key West Parasailing - Next to Cruise Port with Amazing Views
4.8(447)·50 min
from$64/ person
via Viator
Key West Signature Sunset Sail with Live Music, Open Bar & Food
−10%
Key West
Key West Signature Sunset Sail with Live Music, Open Bar & Food
4.5(413)·2 hours
from$70$77/ person
via Viator
Key West Sunset Sail Aboard Legendary Schooner Appledore
Key West
Key West Sunset Sail Aboard Legendary Schooner Appledore
5.0(366)·2 hours
from$89/ person
via Viator
Sunset Sail Cruise in Key West
Key West
Sunset Sail Cruise in Key West
4.9(296)·2 hours
from$95/ person
via Viator
Classic Key West Schooner Sunset Sail with Full Open Bar
Key West
Classic Key West Schooner Sunset Sail with Full Open Bar
4.9(275)·2 hours
from$109/ person
via Viator
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
Miami
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
3.7(224)·15 hours
from$99/ person
via Viator
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine
−15%
Key West
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine
4.7(209)·3 hours
from$64$75/ person
via Viator
Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
Key West
Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
4.9(185)·2 hours
from$65/ person
via Viator
Key West Tiki Bar Sunset Cruise (by the seat) BYOB Adventure
Key West
Key West Tiki Bar Sunset Cruise (by the seat) BYOB Adventure
4.8(176)·2 hours
from$81/ person
via Viator
Southernmost Key West History and Culture Small-Group Walking Tour
Key West
Southernmost Key West History and Culture Small-Group Walking Tour
5.0(138)·1h 45min
from$50/ person
via Viator
Florida Keys Nature & History Tour from Key West
Key West
Florida Keys Nature & History Tour from Key West
4.9(117)·4 hours
from$119/ person
via Viator
Key West Parasailing: Ideal For Cruise Ship & Downtown Guests
Key West
Key West Parasailing: Ideal For Cruise Ship & Downtown Guests
4.8(54)·1 hour
from$64/ person
via Viator
Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks
Key West
Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks
4.5(42)·4 hours
from$150/ person
via Viator
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Key West
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
4.9(36)·7 hours
from$169/ person
via Viator
Marathon to Key West Private Tour of Florida Keys
Key West
Marathon to Key West Private Tour of Florida Keys
5.0(28)·8 hours
from$137/ person
via Viator
Island Sunset Cruise 2 Hour Catamaran Tour in Marathon Florida
Key West
Island Sunset Cruise 2 Hour Catamaran Tour in Marathon Florida
5.0(28)·2 hours
from$102/ person
via Viator
Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
Key West
Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
3.7(18)·2–3 hours
from$139/ person
via Viator

Sunset Cruises in Key West — FAQ

Why are Key West sunsets famous?
The island’s clear Gulf horizon produces spectacular sunsets, celebrated nightly at Mallory Square.
What do sunset cruises include?
A sail at dusk, often with live music, drinks and appetizers.
Are sunset cruises worth it?
Yes — watching the sunset from the water is a quintessential Key West experience.

More things to do in Key West

Reef SnorkelingDry TortugasWatersportsOld Town & History