10 Best San Jose Multiday Tours in October 2027

Get a customized trip to San Jose in October 2026

Plan a multi-country or regional adventure across San Jose in October 2026, with help from a local expert.

Jean Carlo IlamaTravel Expert in Costa Rica
Randall Jiménez Moreno
Travel Expert in Costa Rica
Ellen Zoe GoldenTravel Expert in Costa Rica
Olman RomeroTravel Expert in Costa Rica, Nicaragua & Panama
Yuliana ValverdeTravel Expert in Costa Rica, Nicaragua & Panama

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

13% OFF TODAY

Halloween Super Sales

Ultimate Central America - October 2027

No booking fees

Best price guaranteed

Embark on an in-depth, 59-day Central American adventure from Mexico’s capital to the home of the Panama Canal. Pass through Mexico, Belize, Guatemala, El Salvador, Honduras, Nicaragua, Costa Rica and Panama on a small-group journey through remote villages, historic cities, ancient Maya and Aztec ruins, verdant cloud forests and pure Caribbean beaches. Get acquainted with the local cultures, spectacular landscapes and fascinating histories of Central America as you explore the wealth of tradition, spot the range of unusual wildlife, dive into unique underwater worlds and spend time travelling with like-minded people. Did you hear that? Central America is calling – you better Belize it.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Panama City, Palenq

Mexico City, Panama City, Palenque, Merida, Playa Del Carmen, Chetumal, Caye Caulker, San Ignacio, Flores, Rio Dulce, Antigua, Quetzaltenango, Puebla, Panajachel, Copan, Suchitoto, La Libertad, Leon, Granada, Monteverde, La Fortuna, San Jose, Sarapiqui, Oaxaca, Puerto Viejo de Talamanca, Bocas Del Toro, Boquete, Chitre, San Cristobal De Las Casas

13% OFF TODAY

Duration59 days

From

USD 10,390

USD 9,070

Saving

USD 1,320

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Halloween Super Sales

Epic Mexico to Costa Rica - October 2027

No booking fees

Best price guaranteed

From cloud forests and volcanic peaks to sun-drenched island beaches and lost temples, Central America is bursting with natural wonders and converging cultures. On this epic 32-day adventure, you’ll kick off in Mexico’s Playa del Carmen and snake through Belize, Guatemala, El Salvador, Nicaragua and Costa Rica. Relax by colourful architecture in San Miguel, trek to the jungle ruins of Tikal, brush up on your Espanol over an icy cerveza and stay in villages dwarfed by volcanoes. Whether you’re haggling in the markets of Chichicastenango, chilling in a Caribbean town on the Rio Dulce or wandering cobblestone streets in Antigua, you'll be discovering new places and forging lifelong friendships along the way. From ancient Maya ruins to modern nightlife, you’ll explore the sights and sounds of Latin life and dive into the wilds of seldom-seen hotspots.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Lodge, Camping

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Rio

San Jose, Playa Del Carmen, Rio Dulce, Antigua, San Jorge La Laguna, Panajachel, Suchitoto, Cerro Verde National Park, Tulum, Leon, Granada, Ometepe, San Juan Del Sur, Monteverde, La Fortuna, Caye Caulker, San Ignacio, Tikal

Duration32 days

From

USD 2,915

USD 2,828

Saving

USD 87

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Halloween Super Sales

Epic Central America - October 2027

No booking fees

Best price guaranteed

It doesn’t get much bigger than this – take on a 45-day adventure enjoying everything Central America has to offer, from Mexico to Costa Rica and all the cool spots in between. Whether you're hitting the waves in El Salvador, trekking the steamy cloud forests in Costa Rica, snorkelling the pristine underwater worlds in Belize or washing down your tacos with mezcal in Mexico, there's no shortage of unforgettable experiences on this trip. You’ll cover six countries, stopping at dozens of towns and beaches and sipping many (many) cervezas. Oh Maya, this is huge.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Hostel, Camping

Age Range

18-35 yrs

Operated in

english

Destinations

Mexico City, San Jose, Campeche

Mexico City, San Jose, Campeche, Valladolid, Playa Del Carmen, Tulum, Caye Caulker, San Ignacio, Tikal, Rio Dulce, Antigua, Lake Atitlan, Oaxaca, Cerro Verde National Park, Suchitoto, Leon, Granada, Ometepe Island, San Juan Del Sur, Monteverde, La Fortuna, San Cristobal De Las Casas, Palenque

Duration45 days

From

USD 4,715

USD 4,574

Saving

USD 141

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Halloween Super Sales

Best of Costa Rica - October 2027

Trip customizable

Best price guaranteed

Enjoy the best of Costa Rica with this special multiday vacation package visiting San José, Tortuguero Park, Arenal Volcano, Monteverde and Manuel Antonio Beaches. This includes a great mix of nature and adventure tours, high quality hotels, deluxe transportation services and professional tour guides. Explore Tortuguero National Park with a professional naturalist tour guide and in a private transportation from San Jose. This unique tour will allow you to see lots of wildlife species along the canals and during the boat tour. Hike the Tortuguero Hill and admire the beauty of this amazing region. Later on, in Arenal Volcano, you can choose one tour from the multiple options provided. Hike to La Fortuna Waterfall and swim in the cristal clear river pool, go zip-linning, rafting, visit the hanging bridges or take a chocolate tour. Stay overnight in La Fortuna town. Explore Monteverde and its unique cloud forest and relax in the pristine beaches of Manuel Antonio National Park.

Adventure

Tour Type

Private Tour

Accommodation

Eco Lodge, Hotel, Lodge

Age Range

1-89 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio, Tortug

San Jose, Manuel Antonio, Tortuguero National Park, Arenal Volcano, Arenal, Monteverde

Duration12 days

From

USD 3,475

USD 3,371

Saving

USD 104

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Halloween Super Sales

Costa Rica Pura Vida - October 2027

Trip customizable

Best price guaranteed

Enjoy the best of Costa Rica with this six-day trip and cover destinations like San José, La Paz Waterfall Gardens, Tortuga Island, Irazu Volcano and Cartago city. Discover the lush, incredible beauty of Costa Rica and learn more about why this part of the world is also called the ‘Rich Coast.’ This adventure takes you into the heart of a country whose people are all about ‘pura vida’ (pure life). To ensure that you never get bored during your Costa Rica stay, we have included a variety of activities during this trip, ranging from a national park visit to a catamaran ride. Scroll down to the itinerary section for more details.

Waterfalls

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, La Paz Waterfall, Tortuga Island

Duration6 days

From

USD 1,999

USD 1,939

Saving

USD 60

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Real Guatemala To Costa Rica - October 2027

27% OFF TODAY

Halloween Super Sales

Real Guatemala to Costa Rica - October 2027

No booking fees

Best price guaranteed

From the Guatemalan highlands to the cloud forests of Costa Rica (and all the surf spots in between), you’ll join a new group of soon-to-be friends and roll through four Central American countries for a taste of this diverse region. Discover tropical forests alive with jungle melodies, vast freshwater lakes and active volcanoes – this wildlife-rich pocket of Central America is ready to be explored. Turn your eyes to a volcanic crater in Cerro Verde, spot colourful birds on the facades of Granada, stand in the shadow of the mighty Arenal Volcano and search for sloths among the canopy of Monteverde Cloud Forest. This trip through Guatemala, El Salvador, Nicaragua and Costa Rica is perfect for those who like their adventures 'la forma natural'.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Camping

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Antigua, San Jorge La

San Jose, Antigua, San Jorge La Laguna, San Juan Del Sur, Monteverde, La Fortuna, Cerro Verde National Park, San Salvador, Leon, Granada, Ometepe Island

27% OFF TODAY

Duration17 days

From

USD 1,780

USD 1,295

Saving

USD 485

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Best Of Mexico & Costa Rica - October 2027

13% OFF TODAY

Halloween Super Sales

Best of Mexico & Costa Rica - October 2027

No booking fees

Best price guaranteed

Raise a glass of mezcal to the diversity of Mexico, then embrace ‘pura vida’ (the simple life) in the rainforests and on the beaches of Costa Rica. Discover history in the ruins of Chichen Itza, then visit a contemporary Maya village to see how ancient Mesoamerican traditions have evolved. Savour simple fare during lunch with a Zapotec family and sip smoky mezcal at a distillery in Oaxaca. See the Monteverde Cloud Forest Reserve, visit an organic family-owned farm producing some of the best coffee in the world and learn from a local naturalist guide on a hike through lush landscapes. Explore sloth country (AKA Manuel Antonio National Park) and match their leisurely pace as you relax among natural splendour of Costa Rica. Ancient cultures, incredible food, wildlife and wilderness – this 24-day trip has it all.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, San Jose, Palenque

Mexico City, San Jose, Palenque, Merida, Playa Del Carmen, La Fortuna, Monteverde, Manuel Antonio, Copey District, Oaxaca, Salina Cruz, San Cristobal De Las Casas

13% OFF TODAY

Duration24 days

From

USD 9,870

USD 8,617

Saving

USD 1,253

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Halloween Super Sales

Rainforest, volcano and beach - October 2027

Trip customizable

Best price guaranteed

Embark on a leisurely journey through Costa Rica's most iconic national parks: Tortuguero and Manuel Antonio national parks. This privacy-focused trip allows ample time for exploration while ensuring you don't miss out on the natural wonders each destination offers. Begin in Tortuguero, a remote paradise dubbed the "Amazon of Costa Rica." Here, immerse yourself in lush rainforests, winding waterways, and pristine beaches. Witness the nesting of endangered sea turtles, a rare spectacle found in few places around the globe. Next, head to Manuel Antonio National Park, known for its breathtaking beaches and abundant wildlife. Explore the trails of park, where monkeys swing through trees and colorful birds soar overhead. Relax on tranquil coves or venture into azure waters for a refreshing swim. Throughout your journey, enjoy the freedom to explore at your own pace, ensuring a truly unforgettable experience filled with privacy, tranquility, and the beauty of Costa Rica's national parks.

Trekking and HikingVolcanoes

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

English

Destinations

Manuel Antonio National Park, To

Manuel Antonio National Park, Tortuguero National Park, Arenal Volcano, San Jose, Tortuguero, Arenal, Manuel Antonio

Duration9 days

From

USD 2,153

USD 2,088

Saving

USD 65

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Halloween Super Sales

Costa Rica Adventure - October 2027

(1 review )

No booking fees

Best price guaranteed

Just finished my Costa Rica Trip and had the best time ever!! If you are considering it DO IT!!! I’ve been on many many group tours and this was by far the best I have done to date! The group leader - Elmer, honestly made the trip and just went above and beyond in every possible way to ensure we were having a good time! Will definitely be booking another Intro trip soon as it was the best two weeks ever!

Hot springsWalking

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

San Jose, Esterillos, Manuel Ant

San Jose, Esterillos, Manuel Antonio National Park, La Fortuna, Arenal Volcano, Rincon de la Vieja Volcano National Park, Playa Samara

Duration13 days

From

USD 2,199

USD 2,133

Saving

USD 66

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Halloween Super Sales

Volcanoes Adventure - October 2027

Trip customizable

Best price guaranteed

Immerse yourself in the essence of Costa Rica on this exciting 9-day journey that will take you to explore the natural beauty and majesty in the surrounding areas of four of the country's most prominent volcanoes: the imposing Irazú Volcano in Cartago, the majestic Arenal Volcano in La Fortuna area, thee intriguing Rincón de la Vieja Volcano in Guanacaste, and the famous Poás Volcano. Get ready to embark on this adventure as you enjoy the landscapes full of biodiversity that only Costa Rica can offer. In this volcano adventure trip, you will have the opportunity to visit some destinations with different volcano landscapes and hikes within the national parks.

Trekking and HikingVolcanoes

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

San Jose, Arenal Volcano, Rincon

San Jose, Arenal Volcano, Rincon de la Vieja Volcano National Park, Poas Volcano, Irazú Volcano, Arenal, La Paz Waterfall, Juan Santamaria

Duration9 days

From

USD 1,948

USD 1,890

Saving

USD 58

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Central And South American Adventure: From Costa Rica To Colombia - October 2027

13% OFF TODAY

Halloween Super Sales

Central and South American Adventure: From Costa Rica to Colombia - October 2027

No booking fees

Best price guaranteed

Phones charged and playlists queued — this 27-day journey is a full-on adventure through Central and South America that’s packed with wild nature, laid-back beach towns, and buzzing cities. Start in Costa Rica with the surfy chill of Puerto Viejo before heading into Panama’s hidden gems — think island time in Bocas del Toro, misty hikes in Boquete, and the crater village of Valle de Antón. Then go fully off-grid on the San Blas Islands, where Indigenous communities run the show and turquoise water meets white sand. After that, it’s Colombia time. Wander Cartagena’s colourful old town, trek through jungle trails to waterfalls in Minca, kick back in Santa Marta, and finish strong in Medellín with mountaintop views and a nightlife scene to match. From slow travel moments to fast-paced fun, this one’s got it all.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel, Hut

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, Medellin, Valle De Ant

San Jose, Medellin, Valle De Antón, Panama City, San Blas Islands, Cartagena, Puerto Viejo de Talamanca, Minca, Palomino, Tayrona National Park, Santa Marta, Bocas Del Toro, Boquete

13% OFF TODAY

Duration27 days

From

USD 4,249

USD 3,709

Saving

USD 540

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Halloween Super Sales

EPIC CENTRAL AMERICA 40 DAYS - October 2027

No booking fees

Best price guaranteed

Volcanic eruptions, ancient Mayan heritage, the world’s second-largest barrier reef, and an abundance of wildlife – Central America truly has it all! Embark on our 40 day adventure through this natural wonderland, where you'll hike, snorkel, and indulge in the local food, plus some epic unique local experiences that will take you off the beaten path. From the lively streets of Mexico City to the palm-lined shores of the Yucatán Peninsula, one day you’ll be marvelling at towering volcanoes, and the next soaking up the sun and sea in beach towns. Oh, and did we mention you’ll be doing all this with an experienced group leader and an instant crew of new mates? The trip of a lifetime just got even better. The jungle awaits…

Local cultureHot springs

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

Mexico City, San Jose, Isla Holb

Mexico City, San Jose, Isla Holbox, Playa Del Carmen, Chichen Itza, Tulum, Bacalar, Caye Caulker, Hol Chan Marine Reserve, Flores, Tikal, Coban, Semuc Champey, Chichicastenango, San Juan La Laguna, Antigua, Acatenango, La Fortuna, Oaxaca, Arenal, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Manuel Antonio National Park, Tehuantepec, San Cristobal De Las Casas, Cancún

Duration40 days

From

USD 7,099

USD 6,886

Saving

USD 213

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Costa Rica To Panama: Surf, Treks & Starry Skies - October 2027

13% OFF TODAY

Halloween Super Sales

Costa Rica to Panama: Surf, Treks & Starry Skies - October 2027

No booking fees

Best price guaranteed

Ready to bounce from beach to jungle to crater town? This 13-day trip kicks off in Costa Rica and cruises into the wild beauty of Panama, where laid-back vibes meet epic adventure. Chill out on the Caribbean coast in Puerto Viejo, snorkel through starfish-studded waters in Bocas del Toro, and hike cloud forest trails to hidden waterfalls in Boquete. You’ll get up close with local culture, learn how chocolate is made from the source, and hang out in Valle de Antón — an actual town inside a volcanic crater. Wrap it up with a night out in Panama City, and you’ve got a Central American escape that’s anything but basic.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Panama City, San Jose, Valle De

Panama City, San Jose, Valle De Antón, Puerto Viejo de Talamanca, Bocas Del Toro, Boquete

13% OFF TODAY

Duration13 days

From

USD 1,199

USD 1,047

Saving

USD 152

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Halloween Super Sales

Viva Costa Rica - October 2027

(7 reviews )

No booking fees

Best price guaranteed

This was my first Contiki trip & I'm not sure that any holiday will ever be the same! I had the most amazing time in Costa Rica with the best group of people. From chill beach days to zip lining over the rainforest we did such a variety of things but still had plenty of free time (in Monteverde we used our free time to go & do the highest bungee in Central America!). Our trip manager & driver were incredible & really made the trip unforgettable with crazy knowledge of the local areas & wildlife. Pura Vida!

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Arenal, Tamarindo, Mon

San Jose, Arenal, Tamarindo, Monteverde, Jaco

Duration9 days

From

USD 1,685

USD 1,634

Saving

USD 51

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All San Jose Tours in October 2027

Page 5 of 80 Trips in San Jose during October 2027 with 670 Reviews

Get a customized trip to San Jose in October 2026

Page 5 of 80 Trips in San Jose during October 2027 with 670 Reviews

Ultimate Central America - October 2027

Epic Mexico to Costa Rica - October 2027

Epic Central America - October 2027

Best of Costa Rica - October 2027

Costa Rica Pura Vida - October 2027

Real Guatemala to Costa Rica - October 2027

Best of Mexico & Costa Rica - October 2027

Rainforest, volcano and beach - October 2027

Costa Rica Adventure - October 2027

Volcanoes Adventure - October 2027

Central and South American Adventure: From Costa Rica to Colombia - October 2027

EPIC CENTRAL AMERICA 40 DAYS - October 2027

Costa Rica to Panama: Surf, Treks & Starry Skies - October 2027

Viva Costa Rica - October 2027

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Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All San Jose Tours in October 2027

Page 5 of 80 Trips in San Jose during October 2027 with 670 Reviews

Get a customized trip to San Jose in October 2026

Page 5 of 80 Trips in San Jose during October 2027 with 670 Reviews