Safiya presents "A Caribbean Christmas"
City Winery Boston presents(opens in a new tab) Safiya presents "A Caribbean Christmas" live on December 15th at 7:30pm.
Safiya is an award-nominated vocalist, songwriter, and cultural curator whose music lives at the intersection of jazz, neo-soul, reggae, and Afro-Caribbean traditions. An internationally touring artist, she has performed across North America, South America, Europe, Asia, and the Pacific, captivating audiences with immersive performances rooted in storytelling, cultural connection, and the universal language of rhythm.
A Berklee College of Music graduate, Safiya has earned multiple award nominations, including New England Music Award Jazz Act of the Year in 2022 and 2023 and Boston Music Award Reggae Artist of the Year in 2024. In 2026, FIFA selected Safiya as one of Boston's featured performing artists during the FIFA World Cup, representing the city's vibrant music and cultural community before an international audience.
Her performance résumé includes opening for some of the most celebrated names in Caribbean music, including Machel Montano, the King of Soca; Alison Hinds, the Queen of Soca; reggae legend Sister Nancy; Lady Lava; Grammy Award-winning reggae artist Keznamdi; Konshens; Sherwin Winchester; and Glen Washington. She has also performed with the National Chorale, backing Alicia Keys and David Guetta at the United Nations. Safiya has headlined festivals including BAMS Festival, Salem Jazz Festival, and Point Sebago Reggae Festival, and completed a tour in Tokyo in 2023.
In 2020, Safiya released her debut single, Let’s Pretend, a reflective and emotionally layered track that introduced audiences to her signature blend of jazz harmony and Caribbean rhythm. The song captures the tender aftermath of a relationship that once burned brightly but has reached its natural close. With smoky vocals and lush chord progressions underscored by a subtle island pulse, Safiya leans into the bittersweet desire to remember love at its peak, even while accepting that it is time to let go. The track established her voice not only as a vocalist but as a storyteller unafraid to explore vulnerability through a cross-cultural sonic lens.
In November 2025, she released a reggae-infused cover of Santa Baby as a playful yet soulful preview of her upcoming Christmas EP, set for release in 2026. Reimagined with warm basslines and island swing, the cover hints at Safiya’s ability to reinterpret classics through her Afro-Caribbean jazz perspective.
Safiya is currently working on her debut full-length album, scheduled for release in spring 2027, a project that promises to further explore the intersection of jazz, reggae, neo-soul, and global influences that define her artistry.
Beyond the stage, Safiya is the founder of Travel Through Music, a cultural platform that connects global communities through live performance, curated travel experiences, and educational programming. Featured in Forbes, NBC, and The Boston Globe, the project reflects her commitment to using music as a bridge across cultures.
Dine At Your Show(opens in a new tab)
(opens in a new tab)🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.(opens in a new tab)
2 Item Per Person Encouraged
🎶 While we do not require a two-item food or beverage minimum, we strongly encourage it. Most ticket revenue goes directly to the artist and production costs, so food and drink purchases help support the staff, service, and atmosphere that make these intimate shows possible.
The good news: we think you’ll love the food and wine just as much as the show.
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