About
Raise a Glass

Our Raise A Glass Wine Tours is a unique, upscale wine tour experience that’s designed to give wine lovers, foodies, and those new to both a trip around the world through wine, food, and culture. Founded by Kris and Chawntrell Mathis in 2019, this city-style wine tour offers an immersive blend of culture, wine, food and fun, all while traveling in comfort and style.

Our mission is to provide each of our guest with a fun, vibrant, and high-quality wine tasting experience that allows us to share our passion and appreciation for “good grapes” with wine lovers, foodies, and those new to both, but want to learn more.

What Makes Our Wine Tours Special

Whether you’re in the tropical paradise of Nassau, the hustle of New York City, or the scenic beauty of Miami, Raise A Glass Wine Tours promises a fun and vibrant experience that celebrates the art of wine tasting while making unforgettable memories.

Our Story

Raise A Glass Wine Tours, founded in 2019 by Kris and Chawntrell Mathis, has quickly become an internationally recognized name in city-style wine tourism hosting guests from all over the world. Raise A Glass has set the standard for wine tasting experiences that blend the excitement of wine, food, and culture.

From the tropical island charm of Nassau, The Bahamas, to the high-energy streets of Manhattan, New York, and the stunning waterfront views in Miami, Florida, our tours are crafted to offer unforgettable wine experiences in some of the world’s most iconic cities. And this is just the beginning—more vibrant cities are on the horizon!

Our curated wine tours are designed for those who love to explore the dynamic, stylish side of wine and food culture. With a focus on local restaurants, hidden gems, and modern wine bars, you'll experience each city through its unique wine scene, cultural food experiences, all while learning from local sommeliers, wine stewards, and chefs.

Join us on a journey to experience some of the world’s most exciting wine and food scenes—where great experiences and unforgettable memories await. You never know, you may just see Kris and Chawntrell in your city on a tour. If you do, prepare to “Raise A Glass” with them!