The Mexico Wine Country Experience

Ensenada + Valle de Guadalupe

Are you ready to embark on a transformative journey that combines luxury, adventure, food and wine for and the unparalleled adventure?

Get ready for an enchanting 4-night experience in Mexico, where we’ll take you on a captivating adventure through the vibrant beauty of its captivating destinations. From indulging in the culinary delights of Ensenada to exploring the rich flavors of the wine valleys and embracing the stunning sunsets of Valle de Guadalupe, this trip promises unforgettable moments and empowerment at every turn. Get ready to embark on this extraordinary journey.

Can you feel it? The vibrant energy of Ensenada, the picturesque charm of the wine valleys, and the captivating allure of Valle de Guadalupe. Our journey through Mexico will be a magnificent celebration of the richness of this remarkable destination.

We’ll begin our adventure in Ensenada, a coastal gem where luxury meets relaxation. From savoring traditional lobsters paired with flavorful rice, beans, and flour tortillas to exploring the city’s vibrant downtown and enjoying the inventiveness of its bars, Ensenada will awaken your senses.

Next, we’ll venture to the wine valleys, where culinary bliss and innovative wineries await. Indulge in mouthwatering breakfasts that have been hailed as “the best in the world” and embark on a tour of the region’s youngest and most creative wineries. Immerse yourself in the wine production process, sample exquisite creations, and savor local delicacies while soaking in the breathtaking views of the valleys.

Finally, we’ll head to Valle de Guadalupe, a rustic oasis known for its picturesque landscapes and culinary delights. Experience the richness of Mexican cuisine with a visit to a ranch housing, one of Latin America’s first cheese cellars. Learn about the time-honored cheese-making process and indulge in a sunset tasting of local craft beers. End the day with a sensational five-course meal prepared by a renowned chef, showcasing the flavors and creativity of the region.

Priceless moments, culinary exploration, and breath-taking landscapes await you on this extraordinary journey through Mexico.

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Here's your trip at a glance.

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Get ready to explore the captivating destinations of Ensenada, the wine valleys, and Valle de Guadalupe in Mexico. From the vibrant coastal charm of Ensenada to the rustic landscapes and culinary havens of the wine valleys, and the picturesque beauty of Valle de Guadalupe, each destination will captivate your senses and leave you spellbound.

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Prepare to immerse yourself in a curated selection of experiences. From savoring mouthwatering lobster feasts and indulging in the region's finest wines to witnessing the cheese-making process and enjoying the flavors of Valle de Guadalupe, your journey will be filled with enriching moments. Engage in meaningful connections and create memories that will last a lifetime.



Our accommodations will offer luxurious havens where you can unwind, rejuvenate, and celebrate your journey. From a luxurious oceanfront hotel in Ensenada to boutique hotels in the wine valleys and serene vineyard resorts in Valle de Guadalupe, each stay will elevate your experience, providing the perfect backdrop for relaxation and celebration.

Explore the day-by-day itinerary.



Day 1

Get ready for a fabulous adventure as we pick you up from Tijuana’s International Airport and head south towards the enchanting Puerto Nuevo.

Brace yourself for a culinary treat as you savor traditional lobsters paired with mouthwatering rice, beans, and delectable flour tortillas.

After brunch, we’ll continue our journey along the coast to the stunning city of Ensenada, where our luxurious oceanfront hotel awaits.

Take some time to refresh and rejuvenate before stepping into an evening of enchantment.

Explore the downtown area or enjoy a margarita at the bar where the iconic drink was invented.

Later, head to the wine valley for an exclusive terrace experience, where you can witness the breathtaking sunset over the Pacific Ocean while sipping a refreshing drink.

End the day with a delightful dinner at one of the city’s finest restaurants before retreating to the hotel for a well-deserved rest.

Day 2

Start your day with a sumptuous breakfast at the hotel before embarking on a journey south to the esteemed Santo Tomás Valley.

This picturesque destination, home to one of the region’s largest and oldest wineries, will captivate your senses.

Immerse yourself in the wine-making process and indulge in a “Create Your Own Wine” workshop, creating a personalized bottle to cherish and share with loved ones.

Savor local cold cuts and cheese as you soak in the ambiance of this charming valley.

In the afternoon, return to Ensenada for a leisurely exploration of the city.

Later, we’ll check into a hotel nestled in a vineyard within the wine valley, allowing you to relax and soak in the mesmerizing views.

Dinner awaits at one of the valley’s premier restaurants, offering a delightful culinary experience.

Day 3

Awaken your taste buds at a renowned culinary spot in the valley, hailed as “the best breakfast in the world.”

Prepare for a day filled with exploration as we visit three of the youngest and most innovative wineries in the region.

Dive into the intricacies of wine production and sample their exquisite creations. Indulge in a late lunch at a restaurant boasting the valley’s best views, where you can savor the flavors while immersing yourself in the valley’s rustic charm.

With a rustic vibe, this is a great place to share a drink and a bite to eat with friends.

Enjoy the rest of the evening surrounded by the magical Valle de Guadalupe before returning to the hotel, where you can unwind and reflect after a day of delightful experiences.

Day 4

After a delightful breakfast, we’ll journey to Valle de Ojos Negros, home to a ranch housing one of Latin America’s first cheese cellars.

Discover the time-honored cheese-making process that has been passed down through generations.

Immerse yourself in the rich history and flavors of this culinary tradition.

As we return to Ensenada, take in the mesmerizing sunset while sampling local craft beers.

Indulge in a sensational five-course farewell dinner prepared by one of the region’s most renowned chefs in Valle de Guadalupe.

Day 5

Enjoy your last morning in the hotel with another scrumptious breakfast, and say your goodbyes to your new friends!

Check out at the hotel and get whisked away by your private transfer to the airport where you will head home or onwards to your next adventure.

No matter where you travel, our standards are the same.


Connect with amazing people.

We provide the opportunity to make friendships with people who share your worldview and won't ask why you wear a bonnet to sleep.

Experience attentive
and authentic hospitality.

Not only is the staff of Up in the Air Life dedicated to making sure your trip is flawlessly executed, but we are also intentional about choosing locales and vendors who celebrate Black travelers.

Be pampered with only the best.

There is no need to take a break from your baller lifestyle when you travel with us. Our lodging, excursions, and dining are pure luxury.

Feel safe and secure.

Our experienced American guides and well-maintained local relationships mean that you will have peace of mind when you travel with us.

Say "goodbye" to FOMO.

Our trips are anything but basic. While we make sure you see well-known main attractions, we also develop itineraries that will give you unique stories to share with your friends back home.


The Mexico Wine Country Experience

What is included:

Our trips get you close to that Beyoncé-on-a-boat lifestyle. Let us handle your travel style glow up.

  • Up In The Air Life On-site Tour Leader
  • A Bon Voyage Group Video Call to review your trip live with the Up in the Air Life Team
  • Concierge Support before your trip to assist you in Upgrading Your Room and Booking Optional Tours
  • Concierge Support before your trip to book your spa appointments
  • Concierge Support before your trip to book your restaurant reservations
  • Up in the Air Life Private Concierge Chat during your trip for dining/spa reservations and more
  • 1 night at a 5-star hotel in Ensenada
  • 3 nights at a vineyard hotel in Valle de Guadalupe
  • Daily Breakfast at the hotels
  • Welcome Margarita Toast to kick off our trip
  • Delicious Lobster Feast in Puerto Nuevo
  • Guided tour of the Santo Tomás Valley winery with wine tasting and “Create Your Own Wine” workshop
  • Visit to three innovative wineries with wine tastings
  • Lunch with local cold cuts and cheese in Santo Tomás Valley
  • Guided tour and tasting at a ranch with one of the first cheese cellars in Latin America
  • Spectacular five-course dinner prepared by a renowned chef in Valle de Guadalupe
  • Private ground transportation throughout the trip
  • VIP Meet + Greet Private Airport Transfers
  • Personalized hand-selected gifts in your Swag bag

What is not included:

We take care of all the details on your itinerary once you land. If you want to further personalize your experience, go off!

  • Round-trip airfare to and from the destination
  • Travel Medical Insurance Insurance (Please note this is required to attend the trip.)
  • Room Upgrades are available for purchase after booking
  • Optional tours are available for purchase after booking
  • Tips for Tour Leader, Guides and Drivers
  • Passport or Visa Processing Fees
  • Your passport must be valid for at least 6 months from the time of travel with at least 2 free visa pages.
  • Expenses for vaccines that may be required

Can you envision yourself on this trip?

Download "The Mexico Wine Country Experience" trip brochure and keep it handy as you continue to explore, or take the plunge and book now.