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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Recommended by

Tortuguero National Park Adventure - October 2027

(2 reviews )

Trip customizable

Best price guaranteed

Tortuguero was full of great nature, although the heat and lack of fans and air conditioning can be brutal at times. Puerto Viejo/Cocles was our favorite and it was great to see the Caribbean side of Costa Rica; all of the experiences there were fantastic as well. Overall, we enjoyed our honeymoon and hope to make it back to Costa Rica to visit the other side of the coast in the future!

National parksWildlife

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Eco Lodge

Age Range

2-79 yrs

Operated in

english, spanish

Destinations

San Jose, Tortuguero National Park

Duration5 days

From

USD 765

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Costa Rica Adventure: Volcanoes, Jungles and Beaches - October 2027

(10 reviews )

Trip customizable

Best price guaranteed

I wanted to start by saying thank you so much for such a thorough, comprehensive plan for our stay in your lovely country. From the start of working with you, I felt as though everything was covered. Your itinerary to us was easy to read, easy to share, and filled with enough information to get us excited about the visit. Then, the pacing of the entire trip seemed to be a perfect fit for my family. I already foresee us returning to experience Costa Rica again, based solely on the trip you crafted for us. We are quite grateful.

AdventureNational parks

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-65 yrs

Operated in

english

Destinations

Manuel Antonio National Park, La

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

Duration9 days

From

USD 2,260

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Exotic Landscapes of Costa Rica - October 2027

4.7

(3 reviews )

Trip customizable

Best price guaranteed

Great tour, planned to perfection by Oldemar at th last minute. We travelled to La Fortuna, Monteverde and Manuel Antonio over 12 days and feel that we needed at least 3 more days. Did a host of activites, all organised by the company such a zip lining, waterfall rapelling, whitewater rafting, bird watching, night safari, coffee tours, etc. Very happy.

National parksAdventure

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-79 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

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

Duration9 days

From

USD 2,175

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27% OFF TODAY

Super Sales

Central American Journey - October 2027

No booking fees

Best price guaranteed

Tropical cloud forests alive with jungle melodies and native wildlife, vast freshwater lakes and active volcanoes, historic cities and shared moments with locals – this pocket of Central America is a slice of paradise. On this 16-day Central American journey, take in all the must-visit spots like Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica. You’ll spot colourful birds and see how indigo dying works in Suchitoto, explore the World Heritage-listed ruins of Copan, stand in the shadow of mighty Arenal Volcano and spot sloths among the canopy of Monteverde. This adventure is perfect for those who like to experience a destination 'la forma natural' (the natural way).

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, Antigua, Granada, La F

San Jose, Antigua, Granada, La Fortuna, Leon, Monteverde Cloud Forest Biological Preserve, Arenal Volcano, Monteverde, Copan, Suchitoto, La Libertad, Granada

27% OFF TODAY

Duration16 days

From

USD 2,615

USD 1,902

Saving

USD 713

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Explore Tortuguero: The Amazon of Costa Rica - October 2027

Trip customizable

Best price guaranteed

Also called the Amazon of Costa Rica, Tortuguero National Park, located on the Caribbean coast, is home to a variety of wild animals and native plant species. Join us on this five-day tour of Tortuguero and soak up the rich biodiversity of this area. Exceptionally high rainfall and a unique environment where freshwater meets the sea means that Tortuguero has numerous canals, lagoons and wetlands, which you will discover during your guided boat safari and walking tour. Depending upon your arrival date, you might even get to see green sea turtles laying eggs on the beach. Please note that arrival and departure transfer is included in the tour price. However, you will have to purchase entrance tickets to Tortuguero National Park on your own. For more details, please go through the itinerary below.

Local boat ridesBeachWildlife

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

english

Destinations

San Jose, Tortuguero National Park

Duration5 days

From

USD 675

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San Jose By Night walking city special dinner is included - October 2027

Trip customizable

Best price guaranteed

Get up close and personal with the nightlife in San Jose, starting with the Central Market, which, in our opinion, is the only way to learn about the city’s food (aside from eating it, which we’ll get to!). Stroll the market with your local guide and get to know the secrets and uses of the roots, herbs, and fruit common in local cuisines, including ingredients that will play a role in your authentic Costa Rican dinner later. The locals say that you can get anything you need at the Central Market, even love potions for attracting a boyfriend or girlfriend…wink. After the market, we’ll make our way down Central Avenue, enjoying a trip down San Jose’s memory lane, learning about the city’s history and anecdotes, as well as visiting one of the most architecturally beautiful buildings in San Jose, the National Theatre. From there, our appreciation for San Jose’s historical architecture continues, with a walk through Morazan Park to enjoy the Metallic Building, then on to Spain Park for a fantastic view of the Yellow House (now the Ministry of Foreign Affairs). We’ll continue to charming Barrio Amon, one the oldest neighborhoods in San Jose. Designed by Amon Fasileau, a Frenchman who settled in the area, it has become one of the most scenic parts of the city, boasting a rich, architectural history. We’ll be spending the rest of the evening at a favorite local restaurant that specializes in wine and gourmet food.

City sightseeing

Tour Type

Small Group Tour

Age Range

12-75 yrs

Operated in

english, spanish

Destinations

San Jose

Duration4 hours

From

USD 60

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Super Sales

Best of Central America - October 2027

No booking fees

Best price guaranteed

Explore incredible worlds above and below the water through some of Central America's best on this 45-day adventure. Amble down the Yucatan Peninsula to the island paradise of Caye Caulker, then cut inland to the lush jungle around Tikal, cruise to the wide river Rio Dulce and end up among the clouds in Panajachel and Antigua. Continue to the relaxing beach vibes of the Pacific Coast of El Salvador, spot colourful birds perched on the historic facades of Suchitoto and explore the historic cities of Leon and Granada in Nicaragua. Stand in the shadow of mighty Arenal Volcano and spot sloths among the canopy of Monteverde, then admire the towns and steamy jungles of Costa Rice and Panama, stopping off at the stunning islands of Bocas del Toro. With plenty of moments to meet the locals and try the region’s varied cuisines, you can’t go wrong on this carefree Central American journey.

WildlifeCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Panama City, Playa Del Carmen, R

Panama City, Playa Del Carmen, Rio Dulce, Antigua, Quetzaltenango, Panajachel, Tulum, Copan, Suchitoto, La Libertad, Leon, Granada, Monteverde, La Fortuna, San Jose, Sarapiqui, Puerto Viejo de Talamanca, Bocas Del Toro, Caye Caulker, Boquete, Chitre, San Ignacio, Flores

Duration45 days

From

USD 6,455

USD 6,261

Saving

USD 194

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Tour Costa Rica Fly & Drive - October 2027

Trip customizable

Best price guaranteed

With its compact size, exotic environment, unspoiled beaches, romantic culture, and wild natural landscapes, Costa Rica is the perfect destination to explore by car on a self-drive trip. This is the perfect opportunity to explore on your own with just the right amount of planned activities and free time. From San José to Manuel Antonio, drive and enjoy the most picturesque areas of the country. Visit the famous canals of Tortuguero and the beautiful beaches of the South Caribbean. Drive to the majestic Arenal Volcano, towering above the picturesque village of La Fortuna. Visit the world-famous Monteverde Cloud Forest and enjoy an included day pass of adventure activities to explore with. Finally, discover the beautiful beaches of Manuel Antonio and include a visit to the lush Manuel Antonio National Park, considered one of the most beautiful in the world thanks to the rich biodiversity of its jungle and sea coast.

Beach

Tour Type

Private Tour

Accommodation

Eco Lodge, Hotel, Lodge, Resort

Age Range

18-79 yrs

Operated in

English

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, Tortuguero National Park, Monteverde Cloud Forest Biological Preserve, Arenal Volcano, Cahuita National Park, Arenal Volcano National Park

Duration13 days

From

USD 2,610

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13% OFF TODAY

Super Sales

Amazing Central America - October 2027

No booking fees

Best price guaranteed

Get ready for a 27-day adventure through Guatemala, Honduras, El Salvador, Nicaragua, Costa Rica and Panama. From oceans teeming with marine life to tropical forests alive with jungle melodies, this pocket of Central America is truly a natural paradise. You’ll explore the intricately carved structures at Copan, the cloud forests of Monteverde and spend three nights in the island paradise of Bocas del Toro. Sample varied cuisines along the way during cooking lessons with locals, giving you a real insight into the heart and soul of Central America.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Panama City, San Jose, Antigua

Panama City, San Jose, Antigua, Monteverde Cloud Forest Biological Preserve, Puerto Viejo de Talamanca, Cahuita National Park, Granada, Monteverde, La Fortuna, Sarapiqui, Copan, Bocas Del Toro, Boquete, Chitre, Suchitoto, El Cuco, Leon

13% OFF TODAY

Duration27 days

From

USD 4,030

USD 3,518

Saving

USD 512

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The Essence of Costa Rica: Pure Nature - October 2027

Trip customizable

Best price guaranteed

On this immensely popular 10-day vacation package, you’ll have the opportunity to visit the highlands of Costa Rica including tropical jungles, cloud forests, and even a visit to one of the most active volcanoes in the world, Arenal. Head from San Jose to the Osa Peninsula, a destination popular with eco-tourists due to its biodiversity and stunning beauty. There are a variety of exciting activities and excursions to do on the Osa Peninsula and it is a perfect place for all kinds of water sports such as swimming, diving,, and snorkeling in crystal clear Pacific waters. Start in Corcovado National Park where you can enjoy a full-day tour experiencing vibrant flora and fauna unseen in other parts of the world. There are even a few endangered jaguars in the park! Then stay on Cano Island before heading to the famed Arenal Volcano. Here, visit the hot springs and then choose one of three exciting excursions. After Arenal, enjoy some adventure activities and a few nights in the lush Monteverde cloud forest. This is an excellent itinerary for anyone who appreciates the generosity and beauty of nature. Book now!

Nature and bush walks

Tour Type

Group Tour

Accommodation

Eco Lodge, Hotel, Lodge, Resort

Age Range

18-79 yrs

Operated in

english, spanish

Destinations

San Jose, Arenal Volcano, Corcov

San Jose, Arenal Volcano, Corcovado National Park, Arenal Volcano National Park, Monteverde Cloud Forest Biological Preserve

Duration10 days

From

USD 3,795

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13% OFF TODAY

Super Sales

Premium Costa Rica - October 2027

No booking fees

Best price guaranteed

Embark on thrilling adventure through Costa Rica’s rainforests, volcanoes and beaches, where wildlife waits around every corner. This nine-day Premium journey will see you uncover the local secrets of San Jose, explore the wild wetlands of Cano Negro, witness the biodiversity of Monteverde and search for sloths in Manuel Antonio. A local leader will take you beneath Costa Rica’s lush surface and show you the country at its very best. Costa Rica’s natural wonders have etched it a place on the map, but you’ll soon discover its cherished traditions and welcoming people are every bit as endearing.

Rainforest and jungle visits

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Monteverde

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

13% OFF TODAY

Duration9 days

From

USD 4,090

USD 3,571

Saving

USD 519

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13% OFF TODAY

Super Sales

Best of Costa Rica - October 2027

No booking fees

Best price guaranteed

Discover the country that encapsulates ‘pura vida’ (the simple life) on this 10-day exploration of Costa Rica. Perfect for all nature lovers and wildlife seekers, this trip will have you walking through the national parks of Arenal Volcano and Manuel Antonio for rainforest, waterfall and beach views and joining an Indigenous Terraba community to learn about local culture. Wander through the Monteverde Cloud Forest Reserve, filled with butterflies. Visit an organic family-owned farm producing some of the best coffee in the world. And search for the resplendent quetzal (and maybe a cheeky sloth, too) in Quetzles National Park, getting off the tourist trail with a local naturalist guide.

BeachTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Lodge, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Monteverde

San Jose, La Fortuna, Monteverde, Manuel Antonio, Manuel Antonio, Copey District

13% OFF TODAY

Duration10 days

From

USD 2,815

USD 2,457

Saving

USD 358

View Tour

13% OFF TODAY

Super Sales

Central America Explorer - October 2027

No booking fees

Best price guaranteed

Dive into Central America on this 48-day adventure, bookended by two chaotic capitals and filled with fun, adventure and culture. Journey through Mexico, Belize, Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica on an adventure through the tantalising highlights of the region. Get acquainted with Central American cultures, spectacular landscapes and fascinating histories as you explore the wealth of ancient ruins, spot the range of unusual wildlife and relax on idyllic Caribbean shores. This is one of our longest adventures through Central America – a trip that zig-zags from the top of the Yucatan peninsula to the highlands of Costa Rica.

WildlifeCustom private toue

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, San Jose, Palenque

Mexico City, San Jose, Palenque, Merida, Playa Del Carmen, Chetumal, Caye Caulker, San Ignacio, Flores, Rio Dulce, Antigua, Panajachel, San Juan La Laguna, Puebla, Copan, Suchitoto, El Cuco, Leon, Granada, Monteverde Cloud Forest Biological Preserve, La Fortuna, Oaxaca, Tehuantepec, San Cristobal De Las Casas

13% OFF TODAY

Duration48 days

From

USD 8,395

USD 7,329

Saving

USD 1,066

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Raft, Hike and Explore Costa Rica - October 2027

(1 review )

Trip customizable

Best price guaranteed

Costa Rica is a paradise for adventure lovers. In this trip you will get the opportunity to discover the volcanic terrain and rainforest of this Central American gem. This seven-days of adventure and nature tour is packed with thrilling adventure activities, such as whitewater rafting, volcano hiking, horseback riding, hot spring bathing, and zip-lining. There are many chances to see wildlife on the hike and, of course, experience the volcano activity first hand. This is an ideal trip package for young couples, groups of friends, adventure lovers, and active families traveling with teenagers. See the itinerary section for more details.

RaftingTrekking and Hiking

Tour Type

Independent Tour

Accommodation

Hotel, Lodge

Age Range

12-79 yrs

Operated in

english, spanish

Destinations

San Jose, Monteverde Cloud Fores

San Jose, Monteverde Cloud Forest Biological Preserve, Arenal Volcano, Arenal, Monteverde

Duration7 days

From

USD 1,399

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All San Jose Tours in October 2027

Page 2 of 43 Trips in San Jose during October 2027 with 479 Reviews

Get a customized trip to San Jose in October 2027

Page 2 of 43 Trips in San Jose during October 2027 with 479 Reviews

Tortuguero National Park Adventure - October 2027

Costa Rica Adventure: Volcanoes, Jungles and Beaches - October 2027

Exotic Landscapes of Costa Rica - October 2027

Central American Journey - October 2027

Explore Tortuguero: The Amazon of Costa Rica - October 2027

San Jose By Night walking city special dinner is included - October 2027

Best of Central America - October 2027

Tour Costa Rica Fly & Drive - October 2027

Amazing Central America - October 2027

The Essence of Costa Rica: Pure Nature - October 2027

Premium Costa Rica - October 2027

Best of Costa Rica - October 2027

Central America Explorer - October 2027

Raft, Hike and Explore Costa Rica - 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 2 of 43 Trips in San Jose during October 2027 with 479 Reviews

Get a customized trip to San Jose in October 2027

Page 2 of 43 Trips in San Jose during October 2027 with 479 Reviews