Sunsets, Key West

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There are several companies in Key West who offer a variation of the Sunset Sail - we took the Fury Champagne Sunset Sail, and we thoroughly enjoyed it. The price includes free champagne, beer, and soda, and a 2-hour cruise around the harbor and out a little ways to watch the famous Key West sunset. Our cruise was not crowded, and was romantic.

Check the tourist booklets or ask at the counter for discounts - when we went, they were running a special: ladies sailed for 1/2 off the price on certain cruises...

The La Concha is the tallest building in old town, and of course there is a bar on the rooftop. For a panoramic view of the island make this one of your sunset spots while here. There is a one drink cover charge at prime time (sunset of course), but you can have a gander for free any other time of day.

Dream Chaser Charters

My most recent visit to Key West was in July 0f 2000, when I brought a very special woman who at the time was merely considered my “girlfriend” down to Key West and proposed to her in dramatic, romantic fashion. She thought I was just going to take her on a sunset cruise, but instead I actually chartered the catamaran "Dreamchaser." The owners took us out at sunset to somewhere off the edge of the continent where the blue and green swirls of tropical water blur the boundaries of the Gulf of Mexico and the Atlantic Ocean. They were extremely accommodating, even providing the special song and flower arrangement I requested. They also prepared for us a lobster and steak dinner for two. It was the ultimate proposal -- nothing but the best for my wife!

Key West offers unobstructed views of a beautiful, romantic sunset. The best place to watch the sunset is Mallory Square, located near the northwest corner of the island. This is where the Sunset Celebration is held each night. There are plenty of benches as well as outdoor dining spots to watch the sun go down into the ocean.

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We did "Commotion on the Ocean" with Fury. The only difference between this and a regular sunset cruise is food and a live band. Both offer free drinks (alcohol, sodas, water). The food offered was appetizer type foods - cheese, veggies, fruit, chicken wings, and meatballs. The band was great! The singer/guitar player was Cory Heydon (www.coryheydon.com). There was also a bass player, but I forgot his name (sorry!). He sang/played good songs by artist like Bob Dylan, The Police, James Taylor, Neil Young, Lynrd Skynrd, etc.

We spent 2 hours on the water just watching the sunset and listening to the music. It was a very good time that I recommend to anyone! (Families included - it was kid friendly)

Buy your tickets online at the website to save $5

Moon Light at the Sunset Festival !!! Hundreds of people witnessed this phenomenon of "Moon Light" during one of the famous Key West sunsets. Too bad i had only a split of a second to try and capture the scene. Only if i had one more chance :(

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The sunset viewing from the top of the La Concha Hotel on Duval Street is fantabulous and a great alternative to the Mallory Square sunset celebration

This seven story hotel has a rooftop that allows for a complete 360 degree walk-around and views of Key West, the seaport and southernmost point.

While I have never stayed @ La Concha (but have tried to get reservations during peak times unfortunately), I have had friends there and they showed me an entrance to the rooftop via elevator that is accessed through the hotel's bar facing Duval Street.

On my last trip to key West in October 2006, they were even serving drinks on the rooftop so I was able to "toast the sunset" and this made for a most enjoyable evening overlooking the city, the harbor, and the cruiseships in port.

I would highly recommend this as well as at least one Mallory Square sunset celebration for anyone visiting Key West.

You have to do it so you might as well do it drunk. Total tourist trap, keep your wallet in your front pocket here and a cold mojito in your hand. Watch some of the weirdos and stare at the hotties like a pyscho while you lick your lips and wink an eye. The sunset is spectacular though and you can really keep it real in Key West if you reach for your buddies hand while you both stare at the skyline.