A Journey of Artistry, Culture, and Connection

Vibrant Oaxaca

February 1 - 7, 2027

Experience a week of inspiration, creativity, and connection in one of Mexico’s most culturally rich destinations.

A Curated Journey for the Curious Traveler

This beautifully curated, design-forward experience immerses you in Oaxaca’s rich artistry, extraordinary cuisine and breathtaking natural beauty, all through the warmth of local connection.

Hola, adventurous spirit!

Get ready to discover Oaxaca, Mexico, through the lens of design, creativity, and connection.

Immerse yourself in the textures, colors, and flavors of Oaxaca — a city alive with art, craft, and soul.

This design-forward journey is crafted for curious, sophisticated women who crave authentic travel: to learn, to savor, and to connect — with locals and with one another.

Expect a week of meaningful experiences:

  • Taste the flavors that make Oaxacan cuisine world-renowned (yes, we’ll make mole!)
  • Explore the cobblestoned streets and colorful facades of the historic center
  • Discover ancient crafts and meet artisans keeping ancestral traditions alive
  • Be inspired by Oaxaca’s design, color palette, and creative energy
  • Connect deeply with locals who share their stories and warmth

What’s Included?

All guided tours and curated experiences listed in the itinerary

Six nights in a charming boutique bed and breakfast, housed in an 18th-century property in Oaxaca’s historic district.

Most meals (as noted in itinerary)

Arrival and departure transfers (TBD)

Baseline gratuities for guides and drivers

Your journey includes everything you need for an enriching, stress-free adventure:

Private ground transportation during trip dates

Hands-on cooking class with a local chef and family

Artisan visits to studios and ateliers 

Culinary Highlights

Oaxaca is often called Mexico’s culinary heart, and we’ll explore it through taste and tradition:
Market visits with local guides/chefs

Private cooking class in a family home

Regional specialties and contemporary interpretations

Cultural Experiences

Artisan visits in Teotitlán del Valle, a Zapotec weaving village

Guided tour of Monte Albán, a pre-Hispanic archaeological wonder

Time to wander, shop, and soak in the magic of Oaxaca at your own pace

What’s Not Included?

Alcoholic beverages

Meals outside the group itinerary

Gratuities for transfer drivers, porters and housekeeping

Optional activities during free time

International airfare

Travel insurance (required) - we’re happy to recommend trusted providers

Who This Trip Is For?

This experience is designed for women who travel with intention — explorers, designers, food lovers, and cultural enthusiasts seeking inspiration through connection and beauty.

If you love the idea of slowing down, creating, and sharing unforgettable moments with kindred spirits, this trip was made for you.

"Jonna has a way of weaving people and experiences together to create a beautiful tapestry of memories through travel and friendship."

"As a leader, Jonna is warm, gracious and has incredible attention to detail, sourcing the best food, restaurants, shopping, artisans, and accommodations. She put together a most amazing week in Oaxaca for our group, truly taking curated travel to the next level."

suellen w.

"A holiday with The Loaded Trunk is a bucket list must do!"

"Spending six full days in Oaxaca, Mexico, Jonna curated outings that met every desire. The trip was a mash-up of culture, food, artisans and shopping! Visiting local artisans and learning the history of their crafts was a genuinely unique experience. Weavers, candle makers and chefs shared their stories and generational traditions with us. But perhaps the highlight of the visit was the cooking class with Alfonso and his parents. Now I can prepare the wonderful food of Oaxaca in my own home! Her connections with local guides and drivers added to our fully immersive adventure. Where to next, Jonna?"

Carrie G.

"This wasn’t just a trip, it was a meaningful cultural exchange, curated with heart."

"Jonna led an unforgettable journey through Oaxaca, Mexico… one rich in history, culture, and flavor. From day one, she immersed us in the vibrant spirit of the region, introducing us to passionate local artisans who welcomed us into their world. We learned the art of weaving, candlestick making, traditional market shopping, and of course, savored the diverse and delicious Oaxacan cuisine. Each person we met had an inspiring story to tell, and it was clear that Jonna had built deep, genuine connections in the community. This wasn’t just a trip, it was a meaningful cultural exchange, curated with heart."

Juliet W.

"Everything was meticulously organized with a bit of everything: culture, history, food and of course, shopping!!"

"What an amazing trip to Oaxaca. Everything was meticulously organized with a bit of everything: culture, history, food and of course, shopping!! I would definitely go on another trip with The Loaded Trunk!"

lily l.

OUR ITINERARY

Vibrant Oaxaca

february 1 - 7 , 2027

Day 1 — February 1 | Arrival in Oaxaca

Touch down in Oaxaca and settle into our home for the week, a beautifully renovated 18th century mansion in the colonial heart of the city. The kind of place that sets the tone immediately.

That evening, we gather for our welcome dinner on a rooftop with sweeping views of the city below. The food here is artful and bold, rooted in Oaxacan tradition with a creative spirit. If you are feeling adventurous, the chapulines - locally harvested grasshoppers, a Oaxacan staple - are not to be missed.

Day 2 — February 2 | Into the Flavors

We begin the morning with a walking food tour led by a local culinary guide… tasting, exploring, and learning the stories behind one of Mexico's most celebrated food cultures. Oaxaca's cuisine is ancient and layered, and this is the perfect introduction.

The afternoon is yours to wander freely… follow your instincts, explore the markets, find a café, get a little lost.

That evening, dinner at one of Oaxaca's most beloved restaurants, where traditional technique meets genuine soul.

Day 3 — February 3 | Textiles, Home Cooking, and Mezcal

After breakfast at the hotel, we visit Oaxaca's Textile Museum — a rich, beautifully curated look at the weaving traditions that have shaped this region for centuries.

Late afternoon brings one of the most intimate meals of the trip: a home-cooked lunch prepared with heart and deep culinary roots. The kind of food that reminds you why you travel.

The evening is yours for dinner on your own, and later, we reconvene for a mezcal tasting. Oaxaca is the spiritual home of mezcal, and this is a proper introduction.

Day 4 — February 4 | Ancient Ruins, Ancient Rituals

We set out early for Monte Albán, the extraordinary ancient Zapotec city perched high above the valley, and one of the most significant archaeological sites in all of Mexico. We'll bring a simple packed breakfast to enjoy along the way, arriving as the morning light settles over the ruins.

Back in the city, the afternoon brings a temazcal ceremony, a traditional pre-Hispanic steam ritual that is equal parts grounding, cleansing, and deeply restorative.

That evening, dinner in a traditional smoke kitchen where the flavors of the southern Sierra come alive over open fire. Primal, elemental, and completely unforgettable.

Day 5 — February 5 | Cooking, Markets, and an Outdoor Table

This morning is one of the highlights of the entire trip. We begin with a market visit, then make our way to a family home for a hands-on cooking class with a local chef and his parents. Their custom-built teaching kitchen is filled with quirky art, beautiful handmade dishes, and a great deal of laughter. The parents speak only Spanish, but warmth and humor, it turns out, need no translation.

The afternoon is free… time to revisit a favorite shop, pick up any last treasures, or simply sit somewhere beautiful with a coffee.

Dinner that evening is in an open-air space that feels like Oaxaca at its most magical — co-created by some of Mexico's most celebrated culinary voices, and surrounded by the kind of beauty that makes you want to linger long after the meal is over.

Day 6 — February 6 | Village Life, Ancient Roots, and a Farewell Table

We leave the city this morning for Teotitlán del Valle, a Zapotec village with a weaving tradition that stretches back thousands of years. Here we visit a ninth-generation rug weaver where we learn the process of natural dyeing and see the beautiful hand woven rugs. We also stop at a candle-making workshop, where we learn about this elaborate tradition.

Lunch is a casual affair at a local village restaurant before we continue to a 16th century Dominican church built directly atop ancient Zapotec ruins. Few places make Mexico's layered history quite so tangible. If time allows, we'll visit a nearby ancient tree, one of the largest living organisms in the world.

Our farewell dinner that evening is nothing short of enchanting. A fitting send-off for a week like this one.

Day 7 — February 7 | Departure

A final breakfast together before we check out and make our way to the airport… full, inspired, and already planning our return.

Spaces are limited to keep this experience personal and immersive.

Reserve your spot or join the waitlist today. We can’t wait to welcome you to Oaxaca!

Cost - $6900/Private room  $6300/Shared room

Do you really have the time to plan, research and deal with all the hassles of planning an extraordinary trip, or would you rather let me handle everything so you can relax and enjoy every second? 
We don’t live forever… Let’s go!

Ready to Join Us?

Payment: Reserve your spot with a 50% non-refundable deposit, with the balance due by January 2, 2027. Act now to secure your place, as spots are limited to 10 curious women. 

Reserve Your Spot

Frequently Asked Questions:

What airport do I fly into?

Oaxaca’s Xoxocotlán Airport (OAX)

What’s included in the itinerary?

A detailed list of activities, accommodations, and meals as provided in the full itinerary.

Is travel insurance required?

Yes, we highly recommend it for your peace of mind. Reach out to us if you’d like a recommendation.

What kind of traveler books with The Loaded Trunk?

The travelers best suited to TLT style of travel are curious, open and interested in engaging in culture and connection.

How large is the travel group?

Our groups are small, with approximately 10-12 women

Join Us for an Unforgettable Experience

Jonna

I create these experiences because I believe every woman deserves to explore the world in a way that offers curated opportunities for connection and transformation. These journeys are about building relationships - with yourself, the cultural landscape, and others who share your love for discovery. Join me in creating lasting memories and enlarging your perspective through these unique travel experiences.


Jonna is a passionate travel curator and interior designer who believes in crafting immersive experiences that connect women with culture and community. With her expertise in design and travel, she offers unique journeys that inspire and empower.

A Note from Jonna