Christmas in July: A Summer Celebration at Fenway

Event Information

Celebrate the magic of the holidays under the summer sky at Fenway Hotel. This festive, community-centered event brings together the spirit of the season with a lively coastal twist, creating an evening filled with cheer, connection, and unforgettable moments for guests of all ages.

Set against the beautiful backdrop of our waterfront property, experience an afternoon of festive fun featuring live music, handcrafted cocktails, local artisan vendors, a special meet-and-greet with Santa, and a spirited golf cart parade—all designed to bring the magic of the holidays to the heart of summer.

Event Highlights:

• Live music, cocktails, and more
• Festive golf cart parade & contest
• Holiday-inspired vendor market featuring local artisans, gifts, décor, and treats in the Caladesi Ballroom (4 PM – 7:30 PM)
• A specialty menu of Christmas-themed cocktails from Parlor Bar
• Meet & greet with Santa!

Interested in being a vendor?
We’re accepting applications from local artisans, makers, and small businesses. Spots are limited. Submit your interest by emailing us at [email protected] by June 13 to be considered.

Golf Cart Parade & Contest:
Deck out your golf cart and join us for a spirited parade, beginning around 7:30 PM and ending at 8:00 PM. All participants will return to Fenway Hotel for a lively celebration and awards presentation. 

For more information about the golf cart parade – Christmas in July: Golf Cart Parade! -Fenway Hotel

Event Sponsors:

• Bintelli Golf Carts
• Let’s Go Carting
• The Flyin’ Bulldog
• The Honu
• Sea Love
• Light the Lights

Complimentary to attend | Open to the public – Please RSVP!
Valet parking available for $10. Rideshare is encouraged.