Key West is a great place for New Year’s Eve. We are typically the warmest place in the country, which means you can do more than the typical New Year’s Eve night out and dinner.

Before Dark

Key West Dachshund Walk

Every New Year’s Eve, Key West dachshunds (or rather, their owners) celebrate with a parade through town. No registration is required to join in, though donations of dog and cat food are encouraged for the Community Pet Pantry. It begins at noon on the courthouse steps. “Costumes and dachshund wanna-be’s encouraged.”

On the water!

Enjoy the day like a local! On the water with a boat rental or private island charter. The weather this year should be amazing.

Last Sunset Cruise

Two unique ways to enjoy the last sunset of the year. Book a Key West sunset dinner cruise or Key West Sunset sail both with open bars.

Sunset at the Tiki Bar at Galleon Resort

One of the best places to watch Key West’s famous sunset. Live music, great view and the best bartenders… a local’s favorite. Singer and Songwriter Clint Bullard will be playing. Located at 617 Front Street.

Ball Drops and Parties

Dropping of the Conch Shell at Sloppy Joe’s

Sloppy Joe’s will host its 25th Annual Dropping of the Conch Shell. The wildest ball drop on Duval Street happens above Sloppy Joe’s, the most famous bar in Key West. Thousands of spectators gather to catch a glimpse of this annual tradition. If you’re not looking for a crowd, avoid this area at all costs because it’s like a small version of Times Square.

Sloppy Joes New Year's Eve

“Lowering of the Pirate Wench” at Schooner Wharf

Visit the Tall Ship America 2.0 and experience canon blasts that welcome in the New Year. See the Pirate Wench descend from the top of the ship while listening to some live music and enjoying the festivities at Schooner Wharf Bar.

Red High Heel Drop Starring Sushi at Bourbon Street Pub

From the balcony of the New Orleans House, Sushi descends in a giant red high heel shoe. VIP balcony tickets usually sell out within hours and Duval Street overflows with spectators who party into the wee hours. This is CNN’s favorite.

Call Tammy for more info 305-797-8954

Deck Boat Rentals

Boat Rentals

Perfect for small or large groups!
Deck Boat or Pontoon Rentals

Local Day Sandbar Charters

Local Sandbar Charters

Spend the day like the locals! Sandbars, Island Hopping, Dolphins, Snorkeling, Sunsets

Sunset Cruise

Sunset Cruise

Sunset Sail or Sunset Dinner Cruise
FREE Open Bar and live music!

Call Today – 305-797-8954

No boating experience?
Ask about our Private Captain Charters for 6 people