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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.

96 tours · prices per person, book with partner

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 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
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(987)·1h 30min
from$79/ 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(1,050)·2 hours
from$73/ 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(767)·2h 30min
from$80/ person
via Viator
Key West Sunset Sail Aboard Legendary Schooner Appledore
Key West
Key West Sunset Sail Aboard Legendary Schooner Appledore
5.0(367)·2 hours
from$89/ 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(277)·2 hours
from$109/ 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 Rum and Reggae: Reef Snorkel Adventure and Sunset Sail
Key West
Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail
4.4(397)·3 hours
from$57/ person
via Viator
Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
Key West
Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
4.9(1,830)·4h 30min
from$125/ person
via Viator
Key West Signature Sunset Sail with Live Music, Open Bar & Food
Key West
Key West Signature Sunset Sail with Live Music, Open Bar & Food
4.5(416)·2 hours
from$77/ person
via Viator
Key West Historic Schooner When And If Sunset Cruise
Key West
Key West Historic Schooner When And If Sunset Cruise
4.8(144)·2 hours
from$117/ person
via Viator
Key West Afternoon Snorkel Sail with Unlimited Cocktails!
Key West
Key West Afternoon Snorkel Sail with Unlimited Cocktails!
4.4(1,619)·3 hours
from$48/ person
via Viator
Private Sunset Sail in Key West Florida
Key West
Private Sunset Sail in Key West Florida
5.0(1)·2 hours
from$750/ person
via Viator
Key West Dolphin Watch and Sunset Sail on Catamaran
Key West
Key West Dolphin Watch and Sunset Sail on Catamaran
4.7(43)·3 hours
from$117/ person
via Viator
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
Key West
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
4.9(846)·6h 30min
from$159/ 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
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine
Key West
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine
4.7(210)·3 hours
from$75/ 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(1,946)·2 hours
from$93/ person
via Viator
Private Sunset Cruise around Key West
Key West
Private Sunset Cruise around Key West
5.0(67)·2 hours
from$400/ person
via Viator
Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling
Key West
Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling
3.0(1)·5 hours
from$160/ person
via Viator
Key West Day Sail on Schooner America 2.0 with 2 Drinks
Key West
Key West Day Sail on Schooner America 2.0 with 2 Drinks
4.9(213)·1h 30min
from$79/ person
via Viator
Schooner Appledore Day Sail with Full Bar in Key West
Key West
Schooner Appledore Day Sail with Full Bar in Key West
4.9(113)·2 hours
from$49/ person
via Viator
Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast
Key West
Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast
4.7(205)·3 hours
from$55/ person
via Viator
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak
Key West
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak
4.9(112)·5 hours
from$119/ person
via Viator
Ultimate Key West Day: Dolphin & Snorkel Combo with Sunset Sail
Key West
Ultimate Key West Day: Dolphin & Snorkel Combo with Sunset Sail
3.3(8)·6 hours
from$190/ person
via Viator
Hemingway's Key West Self Guided outdoor Walking Audio Tour
Key West
Hemingway's Key West Self Guided outdoor Walking Audio Tour
3.5(4)·1h–1h 30min
from$8/ person
via Viator
Florida Keys Sunset Cruise with Champagne Toast and Seafood
−15%
Key West
Florida Keys Sunset Cruise with Champagne Toast and Seafood
5.0(36)·2 hours
from$72$85/ person
via Viator
Key West's Favorite Afternoon Dolphin Sail
Key West
Key West's Favorite Afternoon Dolphin Sail
4.6(217)·2h 30min
from$50/ 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
Exclusive Key Lime Pie Show and Tasting in Key West
Key West
Exclusive Key Lime Pie Show and Tasting in Key West
5.0(2)·30 min
from$32/ person
via Viator
Pirates and Treasure: Self Guided Tour of Key West's Old Town
Key West
Pirates and Treasure: Self Guided Tour of Key West's Old Town
1h–1h 15min
from$30/ person
via Viator
Hula Hank's Key West Tipsy Tiki Sunset Cruise
Key West
Hula Hank's Key West Tipsy Tiki Sunset Cruise
5.0(6)·1h 30min
from$43/ person
via Viator
Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music
Key West
Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music
4.2(5)·2 hours
from$120/ person
via Viator
Tropical Drift - A Key West Sunset Cruise
Key West
Tropical Drift - A Key West Sunset Cruise
5.0(1)·2 hours
from$350/ 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
Key West Nighttime Full Moon Sail
Key West
Key West Nighttime Full Moon Sail
5.0(10)·1h 30min
from$84/ 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 Christmas Cruise with Live Band and Drinks
Key West
Key West Christmas Cruise with Live Band and Drinks
5.0(6)·1h 30min
from$98/ 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