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!

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
Chiapas, Sumidero Canyon

Mexico Explorer Overland Expedition

From$4,199 USD$3,799 USD
19 days
Availability : Sept 26th, 2026 & 2027 (Forming Groups)
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 the majestic Sumidero Canyon 🛶, marvel at Agua Azul waterfalls 💦, and uncover ancient kingdoms in the Yucatan jungle 🐆. An extraordinary blend of folklore, marvels, and nature awaits! 🌵✨

(28 Reviews)
Comfort Trails
Oaxaca, Artisan's Workshop

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

From$2,800 USD$2,710 USD
10 days
Availability : May 1st, 2027 (Forming Group)
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)
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
Purple sunset, Guatemala

Epic Mesoamerica Overland Expedition (Mexico, Belize & Guatemala)

From$6,999 USD$5,799 USD
38 Days
Availability : Feb 8th & Nov 8th 2027 (Forming Groups))
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)
Adventure Trails
Las Pozas, Guatemala

Belize & Guatemala Overland Expedition

From$2,799 USD
14 days
Availability : Mar 4th & Dec 2nd 2027 (Forming Groups)
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)
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)
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$2,699 USD
12 days
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)
Bookings Open for 2027! (2026 FULL)
Mural at Oaxaca

South Mexico Overland (Day of the Dead Edition)

From$4,499 USD
22 days
Availability : 17th Oct 2027 (Guaranteed)
Puerto Morelos, Mexico
Mexico City, Mexico

Discover Southern Mexico and the magical Day of the Dead in Oaxaca City! 💀✨ This epic overland journey takes us through the Yucatan Peninsula, Chiapas, Puebla, and Mexico City. Explore a fantastic selection of ancient ruins, hidden jungle cenotes, and towering canyons. Submerge into indigenous cultures, taste exquisite local gastronomy, and relax on idyllic Pacific beaches! 🏝️🏛️🌿

(28 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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