Portrait of tall shipyard

The Tall Ships Are Coming®!

April 27-30, 2023

Tall Ships® Pensacola, FL  features a fleet of 5 ships available for onboard tours, sail-aways, private parties and more.  Pensacola is the last stop on the 3 port tour which also includes St. Pete and Galveston. 

Tall Ships® Pensacola Returns

The Tall Ships® Pensacola festival returns to the Pensacola Port April 27-30, 2023. Tour the majestic ships, go sailing on a Tall Ship , or just enjoy the waterfront views and festival atmosphere which includes music, food, street performers, festival marketplace and more in a family-friendly, all ages event.

Visiting Ships include Nao Trinidad, Pride of Baltimore II, Ernestina-Morrissey, When and If and Glenn L. Swetman. As part of the 2023 TALL SHIPS® PENSACOLA festival, many of the visiting ships also offer special sail away experiences during their stay. These opportunities put you onboard the vessel and out in the Gulf of Mexico, where you can interact with the crew and see first-hand how these incredible ships operate in the water. Spaces are limited!

Pensacola is the last port stop on the Tall Ships Challenge® Gulf Coast Series. The ships race  across the Gulf of Mexico as they visit the two other participating port cities; Tall Ships St. Pete and Tall Ships Galveston. 

Portrait of tall ship
Pride of Baltimore II

Parade of Sail Reservations

A truly once-in-a-lifetime experience. Sail onboard a TALL SHIPS® PENSACOLA ship during the kick-off Parade of Sail. This Thursday event sees the visiting fleet sail thru the Pensacola Pass along the Island’s historic coastline as spectators gather to view the ship’s entrance to the event weekend.

This is a 4 hour sail and includes snacks and drinks. Must be 12 years old to sail in the Parade of Sail.  Choose from one of 3 ships, space is limited.  

Tickets on Pride of Baltimore 
Tickets on When and If 
Tickets on Glenn L. Swetman

For group sales contact us

Portrait of tall ship
Pride of Baltimore II
Photo collage of two tall ships

Go Sailing on a Tall Ship!

Enjoy a once in a lifetime opportunity to set sail on an historic tall ship and interact with the Captain and Crew.  There are four ways to enjoy the open water and sail on a tall ship advdenture.

-Parade of Sail.  The festival opening event.  Three ships will arrive the morning of April 27 to pick up passengers. You will embark on a 4 hour sail to meet the fleet of ships at the Pensacola Pass and parade back into port. 

-Daily Sailing Adventures. Two ships are offering the opportunity to set sail daily. Choose 1 of 5 daily sails on  When and If and Glenn L. Swetman. Each sail is 75 min long, Sunset sails are 2 hours. 

-Sunset Sails. The Pride of Baltimore is offering Sunset Sails only after their onboard tours end.

-Book a private sail. Take your clients, team or host your wedding on a Tall Ship.

Whether you want a sunset sail, participate in the Parade of Sail or a leisurely sailing excursion, we have something for everyone! Tickets for open water adventures start at $65.

About the Tall Ships Challenge®

The Tall Ships Challenge® is a series of annual events organized by Tall Ships America. These events happen in port cities all accross the USA and draw hundreds of thousands of people to witness majestic tall ships from the age of sail and provide a unique opportunity for the participants to interact with the crews of different vessels in friendly rivalry as they race from port to port. The series began in 2001 on the Great Lakes and saw vessels from six countries and visited seven US and Canadian ports.

Since its launch, the Tall Ships Challenge® series has visited dozens of North American cities, bringing millions of spectators down to the waterfront to experience the tall ships and creating a cumulative economic impact of hundreds of millions of dollars for host communities. It has continued to grow yearly and is an eagerly anticipated event in the seaside communities that host the vessels and beyond.

Pensacola is the last stop on the 2023 Gulf Coast Challenge. The ships will visit   St Pete, FL and Galveston, TX before arriving at the Port of Pensacola. In 2018, Pensacola hosted the Tall Ships Challenge for the first time and was voted Port of the Year!

Nao Trinidad

Things To Note

PLEASE NOTE: TALL SHIPS® PENSACOLA tickets for both the festival and the sailing excursions are non-refundable. The festival is open, rain or shine. TSP is not responsible for independent transactions between visitors and vendors. All ships are viewable from the dockside. However, on-board tours are not handicap accessible. If we can assist with arrangements, please contact us at 850-435-4600 in advance of your visit. Pets and ice chests are not allowed. Scooters, skateboards, rollerblades, skates, Segways, and other recreational “wheels” are forbidden. Guests bringing in costume weapons and props will have them secured by on-site security and will be asked to go through additional screening. The purchase of a ticket is agreeing to search of all bags.

Tall Ships Pensacola-011