Key West, FL > Sunset Cruises
01/22/2020 ~ 01/28/2020

Key West Sunset Cruises

Getting the best experiences for you...
Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

76 reviews
Duration2 Hrs.
Enjoy a delicious dinner, drinks, and a beautiful sunset at sea with a friendly crew. Dig in to an incredible tropical...
All was great. The boat, staff, drinks, food and length of cruise.
We were expecting a good experience, but what we got exceeded our expectatons. The staff were all great, the buffet was excellent - not easy when feeding 50 people on a boat - and the entertainment from Toko was really fun (I even got a little karaoke slot!) With a bit of unsettled weather over our few days in the Keys we got lucky with that too. Highly recommended and very good value for money.
We had the best time. The food was excellent and the service was amazing. Highly recommend
from $69
$59
Champagne Sunset Sail

Champagne Sunset Sail

9 reviews
Duration2 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Sail in Key West. Watch the masterfully painted sunset fade...
We took my best friend on a sunset sail as part of her bachelorette trip and it was AMAZING. Eric and his crew were awesome and we had the best time celebrating! Highly recommend - can’t beat the price and experience!
Great evening, Wonderful boat, great crew, and the drinks weren't bad either.
Perfect sunset cruise with a great crew and nice drinks ! Can’t wait to come back to Key West and do it again !
from $50
$42
Key West Sunset Cruise with Beer and Wine

Key West Sunset Cruise with Beer and Wine

17 reviews
Duration2 Hrs.
Be enchanted by the magic and awe of the world famous Key West sunset aboard a luxurious Party Cat catamaran. This...
We had a great time on this trip. The entertainment was great, the food was great, and the crew was great! Could not have asked for a better time!
Excellent bartender service. Complete gorgeous panoramic views including sunset. Smooth journey on the water with live music.
My son and me had a great time! I will definitely do this again.
from
$40
Triple Combo Snorkeling, Dolphin, and Sunset Cruise

Triple Combo Snorkeling, Dolphin, and Sunset Cruise

16 reviews
Duration3 Hrs.
This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their...
Amazing trip. We saw six dolphins, got stuck on low tide but unstuck thanks to the amazing female captain. We snorkelled at sunset and drank beer all the way back. Highly recommend!
My husband and I had a great experience. We were originally supposed to do the sunset cruise but the weather wasn’t looking in our favor so reschedule. We got to see dolphins up close, go snorkeling and enjoyed the captain and assistant.
Great Captain and Crew, lovely weather this day and fantastic and cooperative dolphins. I got so many pics of them. Afterwards we were snorkeling at a beatiful reef where we saw stingrays, baracudas and even sharks. It was worth each and every pence!
from $74
$64
Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres

8 reviews
Duration2 Hrs.
Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See the local...
This was a fantastic sunset cruise. We enjoyed the open bar and light appetizers. The crew was attentive and the music added to the experience. Highly recommend!
It was cloudy and rainy, but a very pleasant evening overall. Fortunately, the cloud front moved to the east, so we were able to see a fantastic sunset.
Perfect amount of time,crew was friendly and did was just the right touch
from $70
$64
Windjammer Schooner Sunset Sail

Windjammer Schooner Sunset Sail

23 reviews
Duration2 Hours
Spend a romantic evening aboard an authentic wooden schooner on the Windjammer Schooner Sunset Sail. This sailing vessel...
Went on a sunset sail tonight. Crew was great! Appetizers were delicious! Quite the variety. Drinks if you like alcohol you are all set BUT it would have...
Joe, Gus and especially DREW!!! Thank you for providing my husband and I with a Fabulous sunset cruise! We went for our first time- we've been visiting...
Anyone visiting Key West should most definitely make time to schedule a sunset cruise aboard this ship.My wife booked us on this delightful excursion and...
from
$64
Wind and Wine Sunset Sail

Wind and Wine Sunset Sail

16 reviews
Duration2 Hrs.
Sail into the Key West sunset while sampling 8 fine wines from around the world, beer, and delicious hors d'oeuvres....
All female crew and they rocked it. The wines were good. The crew didn't make us adhere to a strict tasting (i.e. they let us skip around the sampling and have refills on the wines we liked). All three of the crew members were accommodating, friendly, and fun. The food was good. The sunset ending up being blocked by clouds, but the crew worked hard to get to the best vantage point. All in all it was a great trip. We look forward to doing it again.
Great trip. Crew with Brianna was the best! Thanks!
Nice selection of wine, need more sweet selection. Crew was great, boat was in nice shape, hors d’ouvers were tasty!
from
$85
Sunset Snorkel Sail with Open Bar and Live Music

Sunset Snorkel Sail with Open Bar and Live Music

23 reviews
Duration3 Hrs.
Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the the Sandie Cat...
Trip was fantastic. Crew (Captain Steve, IO and Dakota) were awesome. Our entire group had a great time celebrating my daughter's 21st birthday. This was a great value for the price.
We booked this trip last minute to get in some more snorkeling. We had snorkeled during the day the day before and this time the snorkeling was just as good if not better. The ship had a lot of people on it but it didn’t matter and made it extra fun. The crew was great as well. On the way back we had live entertainment and it was really fun. Watched the sunset, had a cocktail and even the kids really enjoyed the atmosphere. Coming into the harbor was extra fun with everyone singing along and dancing both on the boat and on the dock.
Had an amazing time snorkeling around the coral reef! Excellent explanation of rules and safety from crew members.
from
$49
Seabreeze Sunset Harbor Cruise with Wine and Beer
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your...
Private Snorkel and Sunset Sail for up to Six Guests
Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across...
Private Luxury Sunset Cruise with Courage Charters
Ride off into a beautiful Lower Keys' sunset on this Private Luxury Sunset Cruise with Courage Charters. On board this...
Sunset Sip and Sail with Open Bar and Live Music
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Sunset Sail, Snorkel, and Kayak Adventure
Get an incredible day of sailing, kayaking, and snorkeling in one awesome package and finish of your day with a famous...
Private Sunset Sail Aboard the High Tide
Cruise the picturesque waters of Key West at sunset aboard the 33' High Tide yacht of Sunset Sail Key West. Among the...
Mallory Square Hydrobike Sunset Tour
Witness a sunset from one of the most sought out vantage points on the island, Mallory Square, but do it from the water...
Private Luxury Yacht Charter - Up to Six Guests
Climb onboard the After Hours for a one-of-a-kind adventure through the Florida Keys with this Private Luxury Yacht...
Schooner Champagne Sunset Sail
Come along on this Champagne Sunset Sail and step into the lap of luxury. Sip, relax, and unwind aboard a gorgeous...
Captain's Choice Sunset Sail with Wine and Tapas Pairings
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Captain's Choice...
Sunset Sail Aboard the Historic When and If
Set sail on Key West’s most elegant historic schooner, the When And If. Built in 1939 for General George Patton’s...
Key West Sunset Sail on America 2.0
Embark on a spectacular sunset sailing adventure off the coast of Key West in search of the famed "Green Flash"....