Category

Open for Enquiries

Classic Routes & Signature Itineraries — Always Open for Enquiries! 🗺️🌵

If you are looking for the ultimate overland routes Mesoamerica has to offer, you are in the right place! These are our signature overland itineraries. While these specific listings don’t have a fixed date on the calendar right now, they are the heart of what we do and are completely ready to be operated.

See a route you love? Send us a message to express your interest! Your enquiry can be the spark to open a brand-new departure date on the calendar, or the perfect blueprint to book it as a private custom journey. Your next great adventure starts with a single message! ✉️✨

Adventure Trails
Chiapas Zinacantán

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

From$2,240 USD
7 days
Availability : Best Nov to May
San Cristóbal de las Casas
Palenque

Embark on the ultimate overland expedition through Chiapas! 🧭 Cruise the majestic Sumidero Canyon 🚤, witness living Maya traditions in San Cristóbal 🌈, and camp deep inside the Palenque jungle ⛺. Canyons, waterfalls, and ancient ruins await! 🌿

(25 Reviews)
Comfort Trails
Holbox

Yucatán Wonders (12-Day Extended Trail)

From$3,840 USD
12 days
Availability : Best Nov to Feb
Puerto Morelos, Mexico
Valladolid, Mexico

Dive into the magic of the Yucatán with snorkelling, cenotes, Chichén Itzá, and Mayan culture. Relax on beaches, explore ruins, paddle tranquil waters, and enjoy vibrant local experiences. An unforgettable journey awaits! 🌟

(18 Reviews)
Comfort Trails
Sailing tour at Bacalar Lagoon

The Mayan Trail (Eastbound)

From$3,550 USD
13 days
Availability : Best Nov to May
Chiapa de Corzo, Mexico
Puerto Morelos, México

Join an unforgettable journey through Chiapas and Yucatán! 🌟 Discover Sumidero Canyon, Mayan villages, and San Cristóbal’s charm. Explore Palenque, Calakmul, and the bat sinkhole. Sail Bacalar Lagoon, swim in cenotes, visit Mayan cooperatives, and marvel at Chichen Itzá. End your adventure on Puerto Morelos’ dreamy beaches. 🌴🦇 Adventure and culture await! 🗿✨

(25 Reviews)
Adventure Trails
Hierve el Agua, Oaxaca

South Mexico Overland (Westbound)

From$3,999 USD
20 days
Availability : Best Oct to May
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)
Adventure Trails
Conchero Dancer, Mexico City

Mexico City to Oaxaca (Culture, Cactus & Adventure)

From$1,599 USD
8 days
Availability : All Year Round
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)
Backpacker Trails
Puebla, Zapotitlan

South Mexico Overland (Backpacker Edition)

From$2,299 USD
20 days
Availability : Best Nov to May
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)
Comfort Trails
Folklore Dancers - Huatulco

Genuine Mexico (Huatulco Edition)

From$4,000 USD
15 Days
Availability : Best Sep to May
Mexico City, Mexico
San Cristóbal de las Casas, Mexico

Embark on a captivating journey from Central Mexico to Chiapas. Explore the rich tapestry of cultures in Mexico and Oaxaca, discover pristine bays in Huatulco, and delve into the wonders of Chiapas. This adventure promises to immerse you in folklore, ancient marvels, and the beauty of nature. Welcome to our exploration of Mexico’s captivating regions!

(26 Reviews)
Last Seat! Max Discount! (Oct '17)
Admiring Palenque Archaeological Site

The Mayan Trail (Westbound)

From$2,499 USD$1,999 USD
10 days
Availability : Oct 17th, 2026 & 2027 (Guaranteed)
Puerto Morelos, Mexico
San Cristóbal de las Casas, Mexico

Discover the wonders of Yucatan and the wild beauty of Chiapas! 🌴✨ This epic overland journey takes us from vibrant reefs and the magical hues of Bacalar Lagoon to the ancient mystique of Chichen Itzá. 🧭 Dive into hidden jungle cenotes, uncover Calakmul’s Mayan kingdoms, explore awe-inspiring Palenque, and wander the charming indigenous villages of San Cristóbal. 🐒🦎 Join the crew for an unforgettable blend of folklore, ancient marvels, and pure Mexico! 🇲🇽🔥

(25 Reviews)
Adventure Trails
View of the Main Pyramid at Chichén Itzá Archeological Site

South Mexico Overland (Eastbound)

From$4,599 USD
23 days
Availability : Best Nov to May
Mexico City, Mexico
Puerto Morelos, 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!

(24 Reviews)

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