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2020 Voyage to Key West & Cuba -
January 6-13, 2020

Embrace this exciting opportunity to explore the treasures of Cuba with O'Brien Estate aboard the Oceania SIRENA.  From the virgin forests of scenic national parks to the uniquely diverse architecture of colorful Havana, each Cuban port offers breathtaking new experiences to add to your most cherished memories. 

We hope you can join us in an escape from January's winter's chill for the white sands, warm sunshine of Florida's Key West and the rich cultural diversity of Cuba.  

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Discover the historic center and neoclassical buildings of Cienfuegos - a UNESCO World Heritage site; Santiago de Cuba where music, literature and architecture reign king; and Havana, the birthplace of world-famous cigarsl  Tour the tabacco farms, cigar factories and perhaps sip a daiquiri at Ernest Hemingway's favorite haunt, El Floridita.

Voted as one of the top cruise destinations in 2019 by Town & Country Magazine, Cuba will steal your heart with it's friendly locals, vintage cars, sultry music, colorful markets and stunning architecture.

See you there!

O'Brien Estate Winery 2020 Cruise

Based on the preliminary interest, we expect the Cuba 2020 trip will sell out early, so if you're interested, be sure to reserve your cabin today with Food & Wine Trails!

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