Skip to Content

Finding The Best Sunset Cruise In Key West

Key West Sunset Gulf of Mexico
Sunset captured from the pier at Southernmost on the Beach

Sunset From Southernmost on the Beach

There isn’t much we take seriously in Key West, but our sunsets are serious business. Locals and visitors alike seek out viewing perches around the island every day as the sun travels westward into the sea.

Whether it’s at the Southernmost Beach, Fort Zach, the top of La Concha or the classic Sunset Celebration at Mallory Square, we love to pause and watch the sunset. Of course, nothing beats the sunset on the water and that’s why we work the sunset into so many of our trips. Here’s a few top choices. Which one is the best sunset cruise for you?

Commotion on the Ocean

This is by far our most popular and best seller when it comes to sunset cruises. Featuring headliners The Cory Heydon Band, as well as a rotating lineup of great live acts, this sunset sail totally rocks! Where else can you enjoy the sunset while dancing on the boat to live music? Our friendly crew keeps the margaritas, beer, wine and champagne free-flowing and there’s a delicious appetizer spread, as well.

Champagne Sunset Sail

For a more relaxed and romantic experience, our classic Key West sunset cruise features complimentary champagne, beer and wine for you to sip away as you enjoy the sky change color right before your very eyes. Nothing beats it.

Rum & Reggae

If you’re up for a little adventure with your sunset, the Rum & Reggae is right for you. This three hour trip includes a full hour of snorkeling at the third largest reef in the world. On the sail home, dance to the sweet melodies of reggae music and enjoy rum punch, beer, wine and champagne as the sun slips into the ocean.

Glass Bottom Boat Eco Tour

The Glass Bottom Boat is a fantastic option for families with young kids or grandparents along for the ride. See all the wonders of the reef through our “windows to the sea” without actually getting in the water. We have a comfortable air-conditioned cabin, as well as an outdoor deck to take in the sunset over a champagne toast.

Island Adventure Sunset

For the true adventurer, nothing beats an Island Adventure. This Key West eco tour includes snorkeling, kayaking through mangroves and chilling on a sandbar beach while sipping Coronas. Talk about heaven! It also includes a lunch of Cuban sandwiches and other snacks. We’ll call you back onto the boat just in time to cruise through Key West Harbor and catch the sunset.

Need even more information? Visit our page on how to find the right sunset cruise.

Save 10% using code: ONLINE
Dolphin Watch Eco Tour Eco Tour • Backcountry Snorkel
  • 9:00am, 12:30pm
  • 3 hrs
  • low
  • Beverages
Save 10% $67.46 Reg. $74.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Dolphin Watch Sunset Cruise Combo Eco Tour • Backcountry Snorkel • Sunset
  • 4:30pm
  • 3 hrs
  • low
  • Beverages
Save 10% $67.46 Reg. $74.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Double Dip Snorkel Sunset Combo Snorkel 2 Reef Locations
  • 4:30pm
  • 3 hrs
  • moderate
  • Beverages
Save 10% $44.95 Reg. $49.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Double Dip Snorkel Trip Snorkel 2 Reef Locations
  • 9:00am, 12:30pm
  • 3 hrs
  • moderate
  • Beverages
Starting at $36.85 Reg. $40.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Glass Bottom Boat & Sunset Combo Reef Eco Tour
  • 5:30pm
  • 2 hrs
  • low
  • Snack Bar
Save 10% $43.15 Reg. $47.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Island Adventure & Sunset Cruise Combo Eco Tour • Snorkel • Kayak • Paddleboard
  • 3:30pm
  • 4.5 hrs
  • moderate
  • Food & Beverages
Save 10% $98.95 Reg. $109.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Island Adventure Eco Tour Eco Tour • Snorkel • Kayak • Paddleboard
  • 9:30am
  • 4.5 hrs
  • moderate
  • Food & Beverages
Save 10% $89.95 Reg. $99.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Key West Parasailing Fly Two or Three at a Time
  • 1 hr
  • low
Save 10% $49.45 Reg. $54.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Key West Snorkeling Morning Reef Snorkel
  • 9:30am
  • 3 hrs
  • moderate
  • Beverages
Save 10% $36.85 Reg. $40.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Key West Sunset Cruise Sunset Cruise • Champagne
  • 6:00pm
  • 2 hrs
  • low
  • Beverages
Save 10% $35.95 Reg. $39.95
TRIP DETAILS BOOK TRIP
Save Up To $15
Land and Sail Package Trolley Tour • Sunset Sail
  • low
$64.95 Reg. $80.40
TRIP DETAILS
Save Up To $11
Land and Sea Package Trolley Tour • Glass Bottom Boat
  • low
$64.95 Reg. $76.40
TRIP DETAILS
Save 10% using code: ONLINE
Reef & Ritas Snorkeling Trip Afternoon Reef Snorkel
  • 1:00pm
  • 3 hrs
  • moderate
  • Beverages
Save 10% $43.15 Reg. $47.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Rum & Reggae Afternoon Reef Snorkel • Sunset Sail
  • 4:30pm
  • 3 hrs
  • moderate
  • Beverages
Save 10% $44.95 Reg. $49.95
TRIP DETAILS BOOK TRIP
Save 10% using code: ONLINE
Ultimate Express Jet Ski • Parasail • Mini Water Park • Banana Boat
  • 11:00am, 3:00pm
  • 3.5 hrs
  • moderate
  • Food & Beverages
Save 10% $107.95 Reg. $119.95
TRIP DETAILS BOOK TRIP
Back to top