Key West, FL > Sunset Cruises
01/27/2021 ~ 02/01/2021

Key West Sunset Cruises

Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

156 ratings
Duration2 Hrs.
If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones,...
OMG!! We had the best time on the Party Cat. Dinner was excellent and unlimited drinks were on point. The entertainment was great. This was the pinnacle of our vacation. It made our night so special because we were celebrating our 30th Anniversary. Highly recommend this excursion.
We really enjoyed the singer/entertainer. He was a blast! And the service was excellent, overall.
Great food, fun crew. Fabulous experience
from $69
Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres

42 ratings
Duration2 Hrs.
Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See the local...
Relaxing ride with great music and wonderful views of the sunset!
Our cruise was one of our highlights during our visit. The crew was excellent and we did the upgrade on the bare drinks and it was well worth it. Definitely would sail with them again.
Had a great time. Met some great people and saw an awesome sunset.
from $70
Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

39 ratings
Duration1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...
Excellent cruise, highly recommend, will do it every time I go to the Keys. The bar was great as well, also great sunset as well as seen some dolphins.
We had an awesome time on Marquesa. It was a little chilly but an awesome time. Great views. Bring a jacket.
Tim and his crew were excellent hosts and gave us a wonderful experience. Would definitely go again!
from $50
Sunset Sip and Sail with Open Bar and Live Music

Sunset Sip and Sail with Open Bar and Live Music

24 ratings
Duration2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Our sailing trip was great we had a great time enjoyed Pete with the music and rest of staff were awesome. When we come back we will definitely do this again Thank You
Was a great sun set cruise with great entertainment and drinks
This was the highlight of our visit to Key West. Crew was great and very fun to be around. Unbelievable view and very comfortable trip. Highly recommend it and will be back in the future for another voyage.
Triple Combo Snorkeling, Dolphin, and Sunset Cruise

Triple Combo Snorkeling, Dolphin, and Sunset Cruise

34 ratings
Duration3 Hrs.
This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their...
The family loved this adventure. Crew was helpful and very knowledgeable. Fun time. Recommend
Nick, JC, and Hannah were our captain and crew and they were awesome. Seriously, made us have a great time and learn so many things! I highly recommend!
This trip was absolutely amazing great bang for your buck the crew was super nice and personable. Snorkeling was so much fun and the sunset out on the water was breathtaking. Seeing the dolphins was fun for everyone on the boat 11/10 would recommend.
from $74
Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

21 ratings
Duration3 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset...
Excellent. Crew was great!! Saw lots of dolphins!! Wine and tapas were great!! Sunset was amazing! Would recommend for girls trip. Family fun. Or a romantic evening!!
It was a great experience! Got to drink, hangout and look for dolphins. The crew was very nice and I highly recommend going.
The crew was awesome! The food and beverages were great and the whole sailboat cruise was phenomenal! We saw so many dolphins and the sunset is etched in my. Rain forever! Absolutely gorgeous! I can’t wait to visit again and we will definitely book this outing again! Excellent in all ways!
from $80
Sunset Snorkel Sail with Open Bar and Live Music
Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the the Sandie Cat...
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...
Sunset Snorkel & Sail with Rum & Reggae Included
Leave the land behind for an evening of snorkeling and Reggae music on this Sunset Snorkel & Sail with Rum & Reggae...
Private Tritoon Charter on the Barefoot One
Hang out like the locals! The shallow, clear backcountry waters of the Florida Keys sets it apart from anywhere else in...
Rum Runner Bar Boat Sunset Cruise
Enjoy a sunset cruise on the water on the best value bar boat in Key West. Cruise the gorgeous water on this Rum Runner...
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 Snorkel and Sunset Sail Excursion
Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across...
Key West Sail, Snorkel, & Kayak Adventure
Get in on an incredible day of sailing, kayaking, and snorkeling in one awesome package on this Key West Sail, Snorkel,...
Private BYOB Sunset Sailing Excursions
Cruise the picturesque waters of Key West at sunset aboard the 33' yacht of Sunset Sail Key West. Among the most popular...
Private Luxury Yacht Charter
Climb onboard the After Hours for a one-of-a-kind adventure through the Florida Keys with this Private Luxury Yacht...
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...
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...
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"....