Best Food & Wine Festivals in Puerto Rico, Miami and St. Kitts for 2026 and 2027
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Food and wine festivals across the Caribbean and South Florida are becoming key travel events, bringing together chefs, beverage brands, restaurants and visitors around destination-focused programming.
Photo by Las Olas Wine & Food Festival
Puerto Rico and the Las Olas Wine & Food Festival have already hosted their 2026 editions, while St. Kitts and Miami are set to bring major culinary events in mid-2026 and early 2027, with tastings, chef-led experiences, wine and programming tied to local food culture.
Las Olas Wine & Food Festival
Dates:Â April 24, 2026 (2027 date TBA)
Location:Â Las Olas Boulevard, Fort Lauderdale, Florida
The 30th anniversary of the Las Olas Wine & Food Festival took place on Friday, April 24, 2026, along Las Olas Boulevard, between SE 6th Avenue and SE 11th Avenue. The event raised more than $450,000 for the American Lung Association.
The festival featured more than 50 restaurants and more than 200 domestic and international wines and spirits, with tastings, sponsor activations, a Premium Wine Garden and a VIP experience tied to the event’s 1996 origins.
Photo by Las Olas Wine & Food Festival
Puerto Rico Wine & Food Festival
Dates: April 23–26, 2026
Location:Â San Juan, Puerto Rico
The Puerto Rico Wine & Food Festival took place in San Juan from April 23–26, 2026, bringing together chefs, restaurants, wine producers and beverage brands for four days of tastings, dinners, seminars and culinary events.
The festival highlighted Puerto Rico’s food scene while also featuring visiting culinary talent and wine-focused programming. It was connected to Puerto Rico Eats for Good, supporting culinary education and career development on the island.
Photos by Puerto Rico Wine & Food Festival
St. Kitts & Nevis Culinary Month / Restaurant Week
Dates:Â July 2026
Location:Â St. Kitts & Nevis
St. Kitts & Nevis Culinary Month returns in July 2026 as the Carrot & Passion Fruit Edition, marking ten years of the islands’ culinary programming.
The month-long format centers on local ingredients, restaurants, chefs and island food culture. Restaurant Week sits within that larger calendar, with participating venues offering special menus and culinary experiences.
Photos by SKN Restaurant Week
South Beach Wine & Food Festival
Dates: February 25–28, 2027
Location:Â Miami Beach, Florida
The South Beach Wine & Food Festival returns to Miami Beach in 2027 after its 2026 edition marked 25 years.
Photos by SOBEWFF
The festival brings together chefs, wine and spirits producers, dinners, beachside tastings, signature events and brand activations across Miami Beach. Its official site lists more than 100 events and notes more than $45 million raised for FIU’s Chaplin School of Hospitality & Tourism Management.