10 Best San Jose Multiday Tours in October 2027

Get a customized trip to San Jose in October 2027

Plan a multi-country or regional adventure across San Jose in October 2027, 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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Halloween Super Sales

Costa Rica: Hike, Bike & Raft - October 2027

No booking fees

Best price guaranteed

If you’re looking for a Central American thrill, take on an eight-day active adventure through one of the world's greenest countries. Dive into Costa Rica’s wilderness and cascade down the rapids of Pacuare River in a raft, hike misty jungle trails in the Monteverde Cloud Forest and cycle along the coastline of Puerto Viejo. With plenty of free time to customise your adventure depending on your interests, you might opt to surf the Caribbean waves in palm-fringed beach towns or go stand up paddleboarding on Lake Arenal. Costa Rica is the perfect place for wildlife lovers (how many sloths can you spot?), active adventurers and those seeking a natural paradise.

Active and outdoorAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, Monteverde, La Fortuna

San Jose, Monteverde, La Fortuna, Puerto Viejo de Talamanca

Duration8 days

From

USD 1,695

USD 1,644

Saving

USD 51

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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

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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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Halloween Super Sales

A taste of the Caribbean - October 2027

Trip customizable

Best price guaranteed

This trip is a dreamy experience that will take you through the wonders of the Costa Rican Caribbean and will leave you breathless at every step of the way! Imagine immersing yourself in the vibrant energy of San José, the cosmopolitan capital that invites you to discover its cultural and gastronomic treasures. Then, get ready to delve into the tropical jungle of Tortuguero, where you'll come face to face with the majesty of sea turtles nesting on the beach and venture on exciting excursions through the lush jungle canals. But wait, there's more! In Puerto Viejo, you'll witness the unique fusion of Afro-Caribbean and Latin American cultures, while surrendering to the serenity of its white sand beaches and exploring the amazing biodiversity of the Gandoca Manzanillo Wildlife Refuge. This trip is much more than just a vacation; it's an opportunity to immerse yourself in the essence of the Costa Rican Caribbean, where adventure, nature, and culture intertwine in an exciting journey that will leave an indelible impression on your heart.

Trekking and Hiking

Tour Type

Independent Tour

Accommodation

Bungalow, Hotel

Age Range

1-79 yrs

Operated in

english, spanish

Destinations

Tortuguero National Park, Puerto

Tortuguero National Park, Puerto Viejo de Talamanca, San Jose, Tortuguero, Puerto Viejo De Sarapiqui, Gandoca

Duration8 days

From

USD 1,520

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

13% OFF TODAY

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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32% OFF TODAY

Halloween Super Sales

One Week In Costa Rica - October 2027

No booking fees

Best price guaranteed

Calling all nature lovers, solo travellers and young adventurers! Spend a week in Costa Rica beginning in San Jose – the thriving urban centre with colourful markets, vibrant nightlife and spontaneous art fairs. Explore Monteverde’s Cloud Forest at your own pace, keeping your eye out for sloths and the elusive quetzal bird. Head to La Fortuna, shadowed by the immense Arenal Volcano, and enjoy free time to chase waterfalls and soak away your worries in the natural thermal hot springs. Explore Cahuita National Park with a hike and a swim, then enjoy some beach time on the Caribbean coast in Puerto Viejo. If you're lucky, spot sloths, hummingbirds, iguanas, monkeys, toucans, coatimundis, quetzals and racoons, then take a cooking class to learn the local cuisine. With a local leader with insider knowledge and a likeminded group of travellers – what better way to dive into Costa Rica?

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Monteverde, La Fortuna

San Jose, Monteverde, La Fortuna, Puerto Viejo de Talamanca

32% OFF TODAY

Duration8 days

From

USD 715

USD 485

Saving

USD 230

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13% OFF TODAY

Super Sales

Solo-ish Costa Rica - October 2027

(4 reviews )

No booking fees

Best price guaranteed

Excellent trip with Gracie, I did things I never would have tried by myself such as rappelling down waterfalls and ziplining 1.5km. Saw some amazing wildlife and met some great people.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-100 yrs

Operated in

english

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, Arenal, La Fortuna, Monteverde, Manuel Antonio

13% OFF TODAY

Duration8 days

From

USD 1,399

USD 1,221

Saving

USD 178

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Halloween Super Sales

7 Days: Highlights of Costa Rica - October 2027

Trip customizable

Best price guaranteed

Embark on a captivating journey through Costa Rica's diverse landscapes and vibrant culture with this meticulously crafted itinerary. Begin your adventure with a private transfer from Juan Santamaria International Airport to your hotel in San Jose, where you'll receive a warm welcome and an introduction to the country's rich heritage. Explore Costa Rica's cosmopolitan capital, San Jose, home to bustling streets, iconic landmarks, and a myriad of gastronomic delights. Next, venture into the misty cloud forests of Monteverde, where exhilarating horseback riding tours and guided walks through the renowned Monteverde Cloud Forest Reserve await. Immerse yourself in the breathtaking natural beauty and abundant wildlife of this verdant region. Continue your journey to Manuel Antonio, a paradise of unspoiled beaches and lush rainforests. Spend your days snorkeling, hiking, or simply basking in the sun-kissed tranquility of this coastal haven. With a variety of optional tours available, including mangrove boat tours, horseback riding adventures, and guided walks through national parks, there's something for every adventurer to enjoy. As your unforgettable Costa Rican odyssey draws to a close, bid farewell to this enchanting country and its warm-hearted people with a private transfer back to Juan Santamaria International Airport for your departure. Prepare to be captivated by the beauty, biodiversity, and boundless adventure that await you in Costa Rica.

AdventureTrekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, Monteverde Cloud Forest Biological Preserve, Monteverde, Manuel Antonio

Duration7 days

From

USD 2,230

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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

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Halloween Super Sales

Costa Rica Short Break: La Fortuna - October 2027

No booking fees

Best price guaranteed

Explore some of the best spots in La Fortuna over this four-day Short Break adventure. See the national symbol of Costa Rica, the sloth, in their natural habitat, walk along the hanging bridges in Mistico Park with your local leader and join a tortilla-making class at El Fogon de Chela. See the Costa Rican jungle come alive at night on a guided outdoor walk and relax in the region’s natural hot springs.

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose

Duration4 days

From

USD 1,755

USD 1,702

Saving

USD 53

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All San Jose Tours in October 2027

Page 6 of 80 Trips in San Jose during October 2027 with 670 Reviews

Get a customized trip to San Jose in October 2027

Page 6 of 80 Trips in San Jose during October 2027 with 670 Reviews

Costa Rica: Hike, Bike & Raft - October 2027

Volcanoes Adventure - October 2027

EPIC CENTRAL AMERICA 40 DAYS - October 2027

A taste of the Caribbean - October 2027

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

One Week In Costa Rica - October 2027

Solo-ish Costa Rica - October 2027

7 Days: Highlights of Costa Rica - October 2027

Rainforest, volcano and beach - October 2027

Costa Rica Short Break: La Fortuna - October 2027

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

Get a customized trip to San Jose in October 2027

Page 6 of 80 Trips in San Jose during October 2027 with 670 Reviews