
Tequila Trail: Discover Mexico by Rail and Spirit
José Cuervo Express Train, Craft Cocktails & 3 Nights in Guadalajara for 2
This Experience for 2 Includes:
- Cocktails & tacos culinary tour
- José Cuervo Express train journey in a Premium Plus cabin
- Roundtrip private airport transfers
- 3-night stay at Casa Habita (or similar), including daily breakfast
- Winspire booking & concierge service

There are places you visit… and places you taste. Guadalajara is both.
The birthplace of mariachi music and the gateway to Mexico’s famed tequila region, this vibrant city is alive with colorful plazas, grand colonial architecture, and a culinary scene as spirited as its people. Here, tequila isn’t simply a drink—it’s a centuries-old tradition, a craft, and a celebration of Mexican culture.
From sipping handcrafted cocktails to riding through blue agave fields aboard one of the world’s most iconic trains, this journey invites you to experience Mexico through its most beloved flavors.
Cocktails & Tacos: Mexico’s Ultimate Pairing
As the sun begins to set, discover why Guadalajara’s vibrant Colonia Americana has become one of Mexico’s most exciting neighborhoods. Accompanied by a local guide, you’ll wander lively streets where beautifully restored mansions stand alongside trendy cocktail bars, traditional cantinas, and some of the city’s most beloved taquerías.
The evening begins with expertly crafted cocktails inspired by Mexico’s rich spirits and bold flavors. Sip innovative creations while discovering the artistry behind Guadalajara’s thriving mixology scene before setting off to sample authentic local specialties and tacos prepared with recipes perfected over generations.
As you stroll from one handpicked venue to the next, your guide shares stories of the neighborhood’s fascinating history, striking architecture, and creative renaissance. The sounds of laughter spill from bustling patios, music drifts through the streets, and the aroma of sizzling meats and fresh tortillas fills the air.
More than a food tour, this is an invitation to experience Guadalajara like a local—one unforgettable bite, sip, and story at a time.
The José Cuervo Express: A Journey to the Birthplace of Tequila
Set out on one of Mexico’s most iconic adventures, where history, tradition, and extraordinary flavors come together in the heart of tequila country.
Your day begins with a scenic drive through the UNESCO-listed agave landscape, where endless rows of blue agave plants blanket the rolling hills of Jalisco. Here, you’ll step into the very fields where Mexico’s most celebrated spirit begins its journey, learning how skilled jimadores harvest the agave using techniques passed down through generations.
Continue to a traditional tequila distillery, where the art of tequila-making comes to life. Discover every step of the process—from roasting and fermentation to distillation and aging—while enjoying tastings that reveal the unique character of each expression.
As the day unfolds, the grand finale awaits. Board the elegant José Cuervo Express for a spectacular sunset journey back to Guadalajara. Relax in refined surroundings as the golden light washes over the agave fields, sip premium tequila, and reflect on a day immersed in the culture, craftsmanship, and traditions that have made tequila a symbol of Mexico around the world.
This isn’t simply a tasting tour—it’s a journey into the heart and soul of Mexico’s most iconic spirit.
Please note: The José Cuervo Express only operates on Saturdays.
Your Stay: Casa Habita
Your home for three unforgettable nights is Casa Habita, a stylish boutique retreat in Guadalajara’s chic Lafayette neighborhood. Blending mid-century elegance with contemporary Mexican design, the hotel offers an intimate escape from the city’s lively streets.
Wake each morning to a delicious breakfast before exploring tree-lined boulevards, artisan markets, and historic plazas. After a day of adventure, relax by the rooftop pool, indulge in the spa, or toast the evening with a craft cocktail as the city comes alive around you.
Why This Experience Captivates Donors and Closes Bids
- The iconic José Cuervo Express is a true bucket-list experience.
- Combines luxury travel, authentic culture, and world-class cuisine.
- Appeals to tequila lovers, foodies, and adventure seekers alike.
- Boutique accommodations and private transfers elevate the experience.
- The perfect blend of relaxation, discovery, and unforgettable storytelling.
- High perceived value with exclusive experiences difficult to replicate independently.
- Winspire’s concierge service ensures effortless travel from beginning to end
Package Redemption
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.
Booking & Concierge Services
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.
Additional Information
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.
Ground transportation is the responsibility of the winner unless otherwise stated.
Blackout Dates
The week of major holidays and major local events. Additional dates may apply.









