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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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.

27% OFF TODAY

Super Sales

Costa Rica Adventure - October 2027

4.6

(29 reviews )

No booking fees

Best price guaranteed

As my first venture into group touring as a single person, this was an exceptional experience, encouraging me to want to do more.

Wildlife

Tour Type

Small Group Tour

Accommodation

Lodge, Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Tortuguero

San Jose, La Fortuna, Tortuguero National Park, Monteverde Cloud Forest Biological Preserve, Sarapiqui, Puerto Viejo de Talamanca, Arenal Volcano, Tortuguero, Quepos

27% OFF TODAY

Duration16 days

From

USD 1,999

USD 1,454

Saving

USD 545

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27% OFF TODAY

Super Sales

Costa Rica Quest - October 2027

(14 reviews )

No booking fees

Best price guaranteed

It was a wonderful and fulfilling way to experience Costa Rica. We made amazing memories that our family will treasure forever.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, Manuel Antonio Nationa

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

27% OFF TODAY

Duration9 days

From

USD 1,299

USD 945

Saving

USD 354

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Journeys: Highlights Of Costa Rica - October 2027

27% OFF TODAY

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Journeys: Highlights of Costa Rica - October 2027

(13 reviews )

No booking fees

Best price guaranteed

Was a great trip, thank you!

WildlifeExplorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, La Fortuna, Monteverde Cloud Forest Biological Preserve, Arenal Volcano, Monteverde, Manuel Antonio

27% OFF TODAY

Duration9 days

From

USD 2,649

USD 1,926

Saving

USD 723

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Journeys: Explore Costa Rica - October 2027

27% OFF TODAY

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Journeys: Explore Costa Rica - October 2027

(12 reviews )

No booking fees

Best price guaranteed

Super stress free way of travel. Everything went so smoothly and the tour was amazing. We learned an incredible amount about the country and its flora and fauna.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, Manuel Antonio Nationa

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

27% OFF TODAY

Duration14 days

From

USD 3,349

USD 2,436

Saving

USD 913

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Costa Rica: Ocean Waves & Sunsets - October 2027

27% OFF TODAY

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Costa Rica: Ocean Waves & Sunsets - October 2027

(9 reviews )

No booking fees

Best price guaranteed

I thought my experience was fantastic! From meeting people from all over the world and being in similar situations but going through fun activities together. It was a great way to make new friends and learn something new about everywhere. I found the places we visited to be beautiful and having learned a bit about each town was extremely fascinating. I would highly recommend.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Resort

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Arenal Vol

San Jose, La Fortuna, Arenal Volcano, Punta Arenas, Playa Santa Teresa

27% OFF TODAY

Duration8 days

From

USD 899

USD 654

Saving

USD 245

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Basic Costa Rica: Coastlines & Cloud Forests - October 2027

18% OFF TODAY

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Basic Costa Rica: Coastlines & Cloud Forests - October 2027

(10 reviews )

No booking fees

Best price guaranteed

The timing, the excursions and activities, the restaurants, accommodations and travels were all so amazing, and there was never a dull moment. No wait I take that back. The dull moments is when we went to bed. I never wanted the day to end and I never wanted this trip to end. From the ceo to the new friends I made in our group, it was absolutely amazing. The wildlife, the beaches, the food, the parties, the home stay, I can’t even get started on the home stay. What a wholesome moment. The families were so sweet and welcoming. I wanted to thank G Adventures and I wanted to especially thank Aaron, our ceo for always being organized and making this tour educational and fun.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Home-stay, Resort

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Nicoya Pen

San Jose, La Fortuna, Nicoya Peninsula, Montezuma, Puerto Viejo de Talamanca, San Carlos, Monteverde

18% OFF TODAY

Duration14 days

From

USD 1,349

USD 1,112

Saving

USD 237

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Costa Rica Active Adventure - October 2027

18% OFF TODAY

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Costa Rica Active Adventure - October 2027

(8 reviews )

No booking fees

Best price guaranteed

The trip was well rounded with as much (or little) action as you like and I loved all of it. The group was great and we had a lot of fun together. Our CEO was very knowledgeable and fun to be around. I would recommend it to everyone who is looking for a couple of active weeks in Costa Rica!

Trekking and HikingRafting

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Puerto Vie

San Jose, La Fortuna, Puerto Viejo de Talamanca, Pacuare River, Arenal Volcano, Monteverde Cloud Forest Biological Preserve, Monteverde

18% OFF TODAY

Duration13 days

From

USD 2,049

USD 1,689

Saving

USD 360

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Volcano Trail: Waves & Local Ways - October 2027

18% OFF TODAY

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Volcano Trail: Waves & Local Ways - October 2027

(8 reviews )

No booking fees

Best price guaranteed

Super charged adventure.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Home-stay, Guest House, Resort

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, Antigua, Isla Ometepe

San Jose, Antigua, Isla Ometepe, Monteverde Cloud Forest Biological Preserve, La Fortuna, Copan, Roatan, Granada

18% OFF TODAY

Duration17 days

From

USD 1,649

USD 1,359

Saving

USD 290

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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

Duration27 days

From

USD 3,999

USD 3,879

Saving

USD 120

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Panama: Craters, Coasts & Highland Mountains - October 2027

No booking fees

Best price guaranteed

Eighteen days of next-level beaches, wild landscapes, and full-on freedom — this is Panama like you’ve never seen it. Start in Costa Rica and cruise into the often-overlooked magic of Panama, where every stop hits different. Catch the surfy vibes in Puerto Viejo, snorkel your heart out in Bocas del Toro, and hike cloud forest trails in lush Boquete. Sleep inside a volcanic crater in the town of Valle de Antón, dance the night away in Panama City, and unplug completely with three off-the-grid nights on the jaw-dropping San Blas Islands. Between waterfalls, reefs, Indigenous culture, and epic new friendships, this trip brings the kind of stories you’ll be telling for years.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel, Hut

Age Range

18-39 yrs

Operated in

english

Destinations

Panama City, San Jose, Valle De

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

Duration18 days

From

USD 2,049

USD 1,988

Saving

USD 61

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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

Duration13 days

From

USD 1,199

USD 1,163

Saving

USD 36

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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

Duration8 days

From

USD 1,399

USD 1,357

Saving

USD 42

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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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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

View Tour

All San Jose Tours in October 2027

15 Trips in San Jose during October 2027 with 107 Reviews

Get a customized trip to San Jose in October 2027

Costa Rica Adventure - October 2027

Costa Rica Quest - October 2027

Journeys: Highlights of Costa Rica - October 2027

Journeys: Explore Costa Rica - October 2027

Costa Rica: Ocean Waves & Sunsets - October 2027

Basic Costa Rica: Coastlines & Cloud Forests - October 2027

Costa Rica Active Adventure - October 2027

Volcano Trail: Waves & Local Ways - October 2027

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

Panama: Craters, Coasts & Highland Mountains - October 2027

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

Solo-ish Costa Rica - October 2027

Rainforest, volcano and beach - October 2027

Volcanoes Adventure - October 2027

15 Trips in San Jose during October 2027 with 107 Reviews

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All San Jose Tours in October 2027

15 Trips in San Jose during October 2027 with 107 Reviews

Get a customized trip to San Jose in October 2027

15 Trips in San Jose during October 2027 with 107 Reviews