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Category

Group Expeditions

Group Expeditions: Epic Overland Journeys through Mexico & Beyond 🌍✨

Discover the essence of Mexico, Guatemala and Belize with our top-rated group tours. These itineraries are our “Greatest Hits”—crafted with a perfect balance of deep cultural immersion, off-the-beaten-path nature, and unbeatable value.

Designed for like-minded travellers, our expeditions are perfect whether you’re joining solo, as a couple, or with friends. We focus on small groups to ensure quality and authentic connections in every destination. Which legendary route will you choose for your next adventure? 🛶✨

👀 Prefer a more intimate experience? Any of these itineraries can be booked as a Private Tour exclusively for your group. Just ask us!

Private Comfort Trails
Chiapas Zinacantán

Chiapas Explorer (San Cristóbal, Palenque & The Mayan Jungle)

From$2,147 EUR
9 Days
Chiapa de Corzo
San Cristóbal de las Casas

Ready to explore southern Mexico like never before? 🌿 From the colourful streets of San Cristóbal to the ancient temples of Palenque and deep into the heart of the Lacandon jungle 🛖—this Chiapas adventure is packed with waterfalls 💦, Mayan magic 🛕, jungle trails 🌳, and vibrant culture 💃. An unforgettable road trip through one of Mexico’s most breathtaking and culturally rich regions! 🇲🇽✨

(25 Reviews)
September Waitlist Open!
Chiapas, Sumidero Canyon

Mexico Explorer Overland Expedition

From$3,680 EUR$3,329 EUR
18 Nights
Availability : September 26 2026 & 27 (Waitlists)
Mexico City, Mexico
Puerto Morelos, Mexico

Embark on “Mexico Explorer” with Lupita! From Mexico City’s cantinas to Oaxaca’s petrified falls, explore heritage towns, coastal ecosystems, and Mayan sites. Cruise Sumidero Canyon, marvel at Agua Azul waterfalls and uncover ancient kingdoms in the Yucatan. Join us for an extraordinary blend of folklore, marvels, and nature!

(28 Reviews)
May 1st Departure!
La Ventanilla, Oaxaca's Pacific Coast

Mexico City to Oaxaca’s Coast (Mexico Cassie Edition)

From$2,366 EUR$2,296 EUR
11 Days
Availability : May 1st 2027 (Waitlist)
Mexico City, Mexico
Huatulco, Mexico

Culture, Cactus & Beach Bliss! 🌵✨ Embark on an 11-day epic road trip from the vibrant streets and pyramids of CDMX, through the magical valleys of Oaxaca, straight to the pristine Pacific shores of Mazunte and Huatulco. 🚐🌮🍹🌊

(24 Reviews)
Open For Enquiries
Hierve el Agua, Oaxaca

South Mexico Overland (Westbound)

From$3,329 EUR
18 Nights
Puerto Morelos, Mexico
Mexico City, Mexico

Embark on “South Mexico Wonders” with Lupita! From Mexico City’s cantinas to Oaxaca’s petrified falls, explore heritage towns, coastal ecosystems, and Mayan sites. Cruise Sumidero Canyon, marvel at Agua Azul waterfalls and uncover ancient kingdoms in the Yucatan. Join us for an extraordinary blend of folklore, marvels, and nature!

(29 Reviews)
2027 Waitlist Open!
Purple sunset, Guatemala

Epic Mesoamerica Overland Expedition (Mexico, Belize & Guatemala)

From$6,134 EUR$5,082 EUR
38 Days
Availability : February 8 & November 8 2027 (Waitlists)
Mexico City, Mexico
Antigua Guatemala, Guatemala

Embark on an Epic Mesoamerica Adventure! Explore Mexico, Belize, and Guatemala with ancient ruins, vibrant cities, stunning cenotes, and pristine beaches. From historic Mexico City to the lush beauty of Guatemala, this journey is a unique blend of culture and nature.

(33 Reviews)
2027 Waitlist Open!
Las Pozas, Guatemala

Belize & Guatemala Overland Expedition

From$2,453 EUR
15 Days
Availability : March 4 & December 2 2027 (Waitlists)
Caye Caulker, Belize
Antigua Guatemala, Guatemala

Embark on the ultimate overland expedition through Belize and Guatemala! From snorkelling in tropical reefs and exploring mystical jungle caves to uncovering the towering ancient ruins of Tikal and vibrant Mayan markets, join us for an unmissable journey packed with raw culture, lush nature, and volcanic landscapes!

(5 Reviews)
Open For Enquiries
Conchero Dancer, Mexico City

Mexico City to Oaxaca (Culture, Cactus & Adventure)

From$1,401 EUR
8 Days
Mexico City, Mexico
Oaxaca City, Oaxaca

Embark on an unforgettable journey with Lupita! Start in Mexico City, explore cantinas, Teotihuacán, Frida Kahlo’s museum, and enjoy a Xochimilco boat party. Camp in the cactus reserve, then head to Oaxaca for artisan workshops, archaeological wonders, and petrified falls. Experience the best of Mexico’s culture and nature with us!

(20 Reviews)
Open For Enquiries
Puebla, Zapotitlan

South Mexico Overland (Backpacker Edition)

From$1,927 EUR$1,839 EUR
19 Nights
Puerto Morelos, Mexico
Mexico City, Mexico

Embark on Lupita’s Backpackers Edition! From cantinas to petrified falls, explore heritage towns, coastal ecosystems, and Mayan sites. Camp at remote canyons, marvel at turquoise waters and uncover ancient kingdoms. Join us for an extraordinary blend of folklore, marvels, and nature!

(27 Reviews)
Last 2 Seats!
Admiring Palenque Archaeological Site

The Mayan Trail (Westbound)

From$2,190 EUR$1,752 EUR
9 Nights
Availability : 17th Oct 2026 & 27 (Guaranteed)
Puerto Morelos, Mexico
San Cristóbal de las Casas, Mexico

Our journey begins with an exploration of the Yucatan Peninsula. Enjoy sandy beaches and vibrant reefs. Discover Chichen Itzá’s ancient mystique and sail on Bacalar Lagoon’s hues. Uncover Mayan kingdoms, bat caves, and open cenotes at Calakmul. Next, venture into Chiapas. Explore the awe-inspiring Palenque Site and wander through the charming Mayan villages of San Cristóbal de las Casas.

(25 Reviews)
2026 FULL - Sold Out
Local women at the Parade during the Day of the Dead Celebrations at Oaxaca

Genuine Mexico (Day of the Dead Edition)

From$2,365 EUR
11 Nights
Availability : 2026 FULL - Sold Out
San Cristóbal de las Casas, Chiapas
Mexico City, Mexico

Experience the genuine magic of Day of the Dead in Mexico! Dive into vibrant folklore, ancient ruins, and epic nature on our overland tour.

(20 Reviews)
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