Cape Coral • Fort Myers Beach • Sanibel & Captiva
Celebrate the best of Southwest Florida! From exciting offshore boat races and waterfront festivals to live music, farmers markets, holiday celebrations, and family-friendly events, there’s always something happening along our beautiful coast. Discover local traditions, explore seasonal festivities, and make unforgettable memories during your stay with The Vacation Collection!
Annual Festivals & Special Events
Fort Myers Beach Shrimp Festival
March 13–14, 2027
Island Hopper Songwriter Fest
September 17–26, 2027
Cape Coral Oktoberfest
October 16–18 & 23–25, 2026
American Sand Sculpting Championship – Fort Myers Beach
November 19–23, 2026
Boat Races & Waterfront Events
ROAR Offshore Powerboat Races – Fort Myers Beach
2027 dates to be announced
Fort Myers Offshore Boating Events
Various dates
Fort Myers Beach Christmas Boat Parade
December 5, 2026
Cape Coral Holiday Boat-a-Long
December 19, 2026
Farmers Markets & Local Shopping
Cape Coral Farmers Market
Saturdays, 8 AM–1 PM
Fort Myers Beach Markets & Local Shopping Events
Seasonal dates
Sanibel & Captiva Local Markets & Artisan Events
Various dates
Live Music & Community Entertainment
Bayside Park Concert Series – Fort Myers Beach
Select Fridays & Sundays
Cape Coral Concerts in the Park
Select dates
Sanibel & Captiva Arts, Music & Cultural Events
Year-round
Holiday Celebrations & Seasonal Events
Fort Myers Beach Illuminations Parade
November 7, 2026
Cape Coral Holiday Nights on the Lawn & Tree Lighting
November 27–28, 2026
Fort Myers Beach Christmas Boat Parade
December 5, 2026
Cape Coral Holiday Boat-a-Long
December 19, 2026
Fort Myers Beach New Year’s Eve Celebration
December 31, 2026
Cape Coral Red, White & BOOM
July 4, 2027
Explore Upcoming Local Events
Looking for something happening during your vacation? Browse current event calendars for local festivals, live entertainment, community celebrations, and special events!
Fort Myers Beach
Cape Coral
Sanibel & Captiva Islands
Book Your Stay
Every season brings something special to Southwest Florida! From exciting waterfront celebrations and unforgettable live music to holiday traditions and local festivals, there’s always something to discover. Celebrate, explore, and collect memories that last a lifetime with The Vacation Collection!
Event dates, times, and locations are subject to change. Guests are encouraged to check official event websites for the latest schedules, ticket information, and updates before attending.
