All Special Events Tiki Cruises

​Why watch from the dock when you can be a part of the Key West Lighted Boat Parade? You can be included in the Key West Lighted Boat Parade aboard The Freaky, Leaky, Squeaky, Sneaky or Tipsy Tiki…
​Through this experience, not only will you get to see the beautifully decorated boats up close, but you will also enjoy a private party on the water with 5 of your friends or meet a few new friends. Bring your own beverages aboard and come with us to enjoy this unique experience in December. We will provide water, sodas, and a cooler with ice. You can dress up in your favorite Christmas attire or go with a theme as a group. It can get a little chilly on the water at night so don’t forget a sweater, jacket, or blanket. There is an official judges’ stand at Schooner’s Wharf Bar so come ready to be a part of the competition!

Why watch from the dock when you can be a part of the Key West Lighted Boat Parade? You can be included in the Key West Lighted Boat Parade aboard The Freaky, Leaky, Squeaky, Sneaky or Tipsy Tiki…
​Through this experience, not only will you get to see the beautifully decorated boats up close, but you will also enjoy a private party on the water with 5 of your friends or meet a few new friends. Bring your own beverages aboard and come with us to enjoy this unique experience in December. We will provide water, sodas, and a cooler with ice. You can dress up in your favorite Christmas attire or go with a theme as a group. It can get a little chilly on the water at night so don’t forget a sweater, jacket, or blanket. There is an official judges’ stand at Schooner’s Wharf Bar so come ready to be a part of the competition!

Ring in the New Year in true Key West style aboard the Tipsy Tiki!
Prepare to be dazzled as you join up to 5 other guests—only 6 spots available—for the ultimate New Year’s Eve dockside party.Enjoy VIP dockside access to the famous Schooner Wharf Bar “Lowering of the Pirate Wench” from the rig of Schooner America 2.0, (our dock neighbor) This is the perfect backdrop for an unforgettable countdown. With the intimacy of the Tipsy Tiki and breathtaking harbor views, you’ll be right in the heart of the celebration.
Gather your friends and enjoy a festive and comfortable evening away from the crowds. This late-night Key West celebration will be the highlight of your holiday as we ring in the New Year and watch the pirate wench descend at midnight!
Don’t miss this one-of-a-kind New Year’s Eve experience aboard the Tipsy Tiki!

Want to experience The Sunset Pier Stage in a whole new way? Take one of our Tipsy Tiki’s out for a 2-hour float around The Pier, the Gulf & beyond!

Why watch the fireworks from a crowded boat or sidewalk? Join us for our Sunset/Fireworks cruise aboard a Cruisin Tiki with 5 of your friends or meet a few new friends on the 4th of July! From the tiki, you will be able to catch the sunset before the fireworks! After the sunset, the show starts where you and your guests can watch the bright fireworks shoot across the sky and reflect on Key West’s beautiful waters. Cruises are BYOB for alcoholic beverages. We will provide water, sodas, and coolers with ice. The best way to view the Key West annual fireworks show is from the water… avoid the crowded party boats and rent your own a private tiki boat for your own private tiki party!

Join us for one of Key West’s most legendary events — the Bloody Sea Battle during the 2026 Conch Republic Independence Celebration! Step back in time as we set sail for an unforgettable evening of maritime comedy, island history, and a perfect Key West sunset.

Watch as the Conch Republic Navy leads the mock battle aboard the flagship Schooner WOLF, while the Conch Republic Air Force and civilians join in a playful “battle” against the “evil border patrol” (hilariously portrayed by the U.S. Coast Guard). Admiral Finbar may have left us, but the WOLF will sail on in his honor, carrying forward his spirit and tradition. This reenactment is a beloved Key West tradition — loud, silly, dramatic, and all in good fun!

Bring your own food and beverages and enjoy an up-close view of this iconic maritime spectacle.

A Bit of Conch Republic History

In March 1982, a U.S. Federal Government Border Patrol Roadblock at the Last Chance Saloon in Florida City created massive traffic backups as officers searched every vehicle for drugs or aliens. In response, Key West Mayor Dennis Wardlow declared the city’s secession, forming the Conch Republic.
On April 23rd, the Conch Republic flag was proudly raised over City Hall and the Schooner Western Union — followed by a theatrical “attack” on the Coast Guard using stale Cuban bread. And so, the Conch Republic was born!
Secure your spot now for the best seat on the water for this one-of-a-kind event and sunset sail!

Departs from: Mac’sPlace – 1605 N. Roosevelt Blvd. Key West, FL 33040

Why watch the 2024 Power Boat Races from shore when you can be aboard one of our Cruisin Tikis in the Harbor? There is no better place to watch the Annual Key West World Championship Power Boat Races than from the water. You will be close to the action and feel the thunder as these high powered boats race by at speeds of over 100 MPH. We will provide water, sodas, coolers , and ice… you just bring your favorite beverages, snacks and lunch along with you. Course position is not guaranteed… we will get as close to the action as possible… TBD by the USCG.

Cruise around on a floating tiki boat while the BLUE ANGELS soar overhead! Join Cruisin’ Tikis Key West as we cruise out to the Boca Chica Sandbar to watch the Blue Angels… from the water! The United States Navy Flight Demonstration Squadron will be putting on an air show at speeds around 700 MPH! All of our cruises are BYOB, so bring your favorite beverages, snacks and enjoy the show! We also provide USCG certified captains, coolers with ice, water, sodas, and Bluetooth radio.