10 Best San Jose Multiday Tours in Winter

Get a customized trip to San Jose in Winter

Plan a multi-country or regional adventure across San Jose in Winter, 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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Beaches And Nature With Santa Teresa - Winter Tours

18% OFF TODAY

Halloween Super Sales

Beaches And Nature With Santa Teresa - Winter tours

(1 review )

Trip customizable

Best price guaranteed

We had a great trip! Accommodation ranged from good to excellent. Breakfasts were included but some early departures resulted in them being missed. Transfers were good and on time. Andres at the tour operator responded quickly to our questions and solved a few problems for us. The itinerary was great. Although Santa Theresa was hard to get to (rough roads, long drive) it was fun to see. You get to see a lot of Costa Rica on this trip.

Active and outdoorBeach

Tour Type

Group Tour

Accommodation

Hotel, Eco Lodge, Lodge, Resort

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Liberia City, Tamarindo Beach, S

Liberia City, Tamarindo Beach, Sarapiqui, Arenal, Monteverde Cloud Forest Biological Preserve, Samara Beach, Punta Arenas, San Jose, Tortuguero, Tortuguero National Park

18% OFF TODAY

Duration15 days

From

USD 2,742

USD 2,261

Saving

USD 481

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Halloween Super Sales

Costa Rica Adventure: Volcanoes, Jungles and Beaches - Winter tours

(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

USD 2,192

Saving

USD 68

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Halloween Super Sales

Costa Rica: Rivers, Rainforest & Beaches - Winter tours

Trip customizable

Best price guaranteed

Take in the best of Costa Rica during this six-day, guided trip and cover highlights like San José, Pacuare River, Arenal Volcano and Jaco Beach. Enjoy whitewater rafting in the Pacuare River, one of the best in the world for this activity. See the famous Arenal Volcano, hike to La Fortuna Waterfall and swim in its crystal clear pool water. Later, indulge yourself at the beautiful Baldi Hot Springs. Discover Costa Rica's green countryside during your transfer to Jaco Beach and stay overnight in this vibrant city. Please scroll down to the itinerary section for more details. Feel free to reach out to us if you have any doubts.

Rainforest and jungle visits

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

Pacuare River, Arenal Volcano, J

Pacuare River, Arenal Volcano, Juan Santamaria, Arenal, La Fortuna, Jaco, San Jose

Duration6 days

From

USD 1,635

USD 1,586

Saving

USD 49

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27% OFF TODAY

Halloween Super Sales

Central American Journey - Winter tours

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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Essential Costa Rica - Package With Guanacaste - Winter Tours

18% OFF TODAY

Halloween Super Sales

Essential Costa Rica - Package With Guanacaste - Winter tours

(3 reviews )

Trip customizable

Best price guaranteed

Excellent trip planning, good value! Many thanks to Melany for all the timely responses and help!

Active and outdoorBeach

Tour Type

Group Tour

Accommodation

Hotel, Resort, Eco Lodge, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Alajuela, Tortuguero

San Jose, Alajuela, Tortuguero, Tortuguero National Park, Arenal, Arenal Volcano National Park, Monteverde Cloud Forest Biological Preserve, Tamarindo

18% OFF TODAY

Duration10 days

From

USD 1,567

USD 1,292

Saving

USD 275

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Halloween Super Sales

Explore Tortuguero: The Amazon of Costa Rica - Winter tours

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

USD 655

Saving

USD 20

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Essential Costa Rica With Extension To Guanacaste, Tamarindo Beach & San José City - Winter Tours

18% OFF TODAY

Halloween Super Sales

Essential Costa Rica With Extension To Guanacaste, Tamarindo Beach & San José City - Winter tours

(1 review )

Trip customizable

Best price guaranteed

Active and outdoorBeach

Tour Type

Group Tour

Accommodation

Hotel, Resort, Eco Lodge, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Alajuela, Tamarindo, T

San Jose, Alajuela, Tamarindo, Tortuguero, Tortuguero National Park, Arenal, Arenal Volcano National Park, Monteverde Cloud Forest Biological Preserve

18% OFF TODAY

Duration13 days

From

USD 1,910

USD 1,575

Saving

USD 335

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Beaches And Nature With Santa Teresa, Self-drive - Winter Tours

18% OFF TODAY

Halloween Super Sales

Beaches And Nature With Santa Teresa, Self-drive - Winter tours

Trip customizable

Best price guaranteed

This comprehensive 15-day tour takes you to some of the most exotic and picturesque areas of the stunning country of Costa Rica. Relax on the sunny shores of Santa Teresa as well as throughout the tour, enjoy an unforgettable excursion in Tortuguero, in a shared shuttle and boat, and take advantage of the freedom to choose optional excursions in the different destinations. From soft sandy beaches to fascinating cloud forests and vibrant volcanoes, this memorable tour will allow you to discover the real Costa Rica while experiencing its incredible wildlife and interesting culture.

Active and outdoor

Tour Type

Private Tour

Accommodation

Hotel, Eco Lodge, Lodge, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Liberia City, Tamarindo, Sarapiq

Liberia City, Tamarindo, Sarapiqui, Arenal, Monteverde Cloud Forest Biological Preserve, Samara Beach, Punta Arenas, San Jose, Tortuguero, Tortuguero National Park

18% OFF TODAY

Duration15 days

From

USD 2,115

USD 1,744

Saving

USD 371

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Supersaver | Costa Rica Essentials Plus & Manuel Antonio Extension, 10 Days - Winter Tours

18% OFF TODAY

Halloween Super Sales

Supersaver | Costa Rica Essentials Plus & Manuel Antonio Extension, 10 Days - Winter tours

3.5

(2 reviews )

Trip customizable

Best price guaranteed

We booked this tour last minute and really enjoyed the selected destinations. This tour offers quite a diverse variety of Costa Rica's must-sees. We liked almost all of the accommodations besides Rana Roja in Tortugero. Overall everything was well organized and worked out without any problems. However we would have loved to have a little bit more information e.g. are we travelling with a group or not, all pickup times, tour details, add on tours or services and were a little bit disappointed that our group consisted only of the two of us. If you are not a good planner and or you want to save planning time and you are not on a budget, we would recommend this tour.

Active and outdoorBeach

Tour Type

Group Tour

Accommodation

Hotel, Eco Lodge, Lodge

Age Range

6-99 yrs

Operated in

spanish, english

Destinations

San Jose, Tortuguero National Pa

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

18% OFF TODAY

Duration10 days

From

USD 2,042

USD 1,684

Saving

USD 358

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Costa Rica Natural Paradise - Winter Tours

18% OFF TODAY

Halloween Super Sales

Costa Rica Natural Paradise - Winter tours

Trip customizable

Best price guaranteed

Enjoy beautiful Costa Rica on this eight-day tour, including wonderful cloud forests and nature trails; an incredible opportunity to see wildlife and cultural experiences to get closer to the Costa Rican essence. You will fall in love with this paradise.

Art and architectureAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Monteverde Cloud Fores

San Jose, Monteverde Cloud Forest Biological Preserve, Tamarindo

18% OFF TODAY

Duration8 days

From

USD 1,792

USD 1,477

Saving

USD 314

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Essential Costa Rica With Extension To Manuel Antonio National Park, Manuel Antonio Beach & San Jose City - Winter Tours

18% OFF TODAY

Halloween Super Sales

Essential Costa Rica With Extension To Manuel Antonio National Park, Manuel Antonio Beach & San Jose City - Winter tours

Trip customizable

Best price guaranteed

Uncover essential Costa Rica during this 13-day exotic adventure. Beginning and ending in the capital, San Jose, this tour offers you the chance to discover different aspects of this emblematic destination. Visit the most predominant natural areas of Costa Rica, including the Arenal Volcano National Park, and the cloud forest of Monteverde. Spend precious time visiting the Manuel Antonio National Park, one of the most stunning conservation areas on the planet. During the trip, keep an eye out for a variety of animals, bugs, as well as plants and don’t forget to mingle with the friendly locals for a versatile experience. Enjoy a tropical nights at Manuel Antonio beach; a small Oceanside village with plenty of great places to stay tucked into nature. The region is a treasure for biodiversity, attracting nature buffs, eco-travelers and adventure-seekers alike.

Active and outdoorBeach

Tour Type

Group Tour

Accommodation

Hotel, Resort, Eco Lodge, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Alajuela, Manuel Anton

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

18% OFF TODAY

Duration13 days

From

USD 2,262

USD 1,865

Saving

USD 397

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Ultimate Escape Costa Rica, Self-drive - Winter Tours

18% OFF TODAY

Halloween Super Sales

Ultimate Escape Costa Rica, Self-drive - Winter tours

Trip customizable

Best price guaranteed

Uncover the natural beauty of Costa Rica during this 11-day self-drive tour around the country. From coast to coast, discover the complexity of the different regions, including the bustling capital city of San Jose and both the Pacific and Caribbean coasts. Enjoy an unforgettable excursion in Tortuguero, in a shared shuttle and boat, give yourself the opportunity to see a variety of active and dormant volcanoes and rainforests, as well as admire a plethora of animals and plant life. Enjoy all of Costa Rica wrapped up into one trip!

Active and outdoor

Tour Type

Private Tour

Accommodation

Hotel, Eco Lodge, Lodge, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Liberia City, Rincon de la Vieja

Liberia City, Rincon de la Vieja Volcano National Park, Jaco, Arenal, Sarapiqui, Tortuguero, Tortuguero National Park, San Jose, Vara Blanca

18% OFF TODAY

Duration11 days

From

USD 1,695

USD 1,398

Saving

USD 297

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Halloween Super Sales

Tour Costa Rica Fly & Drive - Winter tours

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

USD 2,532

Saving

USD 78

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Costa Rica & Manuel Antonio 8 Days, Self-drive - Winter Tours

18% OFF TODAY

Halloween Super Sales

Costa Rica & Manuel Antonio 8 Days, Self-drive - Winter tours

Trip customizable

Best price guaranteed

Uncover Costa Rica during this eight-day exotic self-drive adventure. Beginning and ending in the capital, San Jose, this tour offers you the chance to discover different aspects of this emblematic destination. Spend precious time visiting the Manuel Antonio National Park, one of the most stunning conservation areas on the planet.

Active and outdoor

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

San Jose, Arenal, Arenal Volcano

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

18% OFF TODAY

Duration8 days

From

USD 628

USD 518

Saving

USD 110

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All San Jose Tours in Winter

Page 2 of 57 Trips in San Jose with 89 Reviews

Get a customized trip to San Jose in Winter

Beaches And Nature With Santa Teresa - Winter tours

Costa Rica Adventure: Volcanoes, Jungles and Beaches - Winter tours

Costa Rica: Rivers, Rainforest & Beaches - Winter tours

Central American Journey - Winter tours

Essential Costa Rica - Package With Guanacaste - Winter tours

Explore Tortuguero: The Amazon of Costa Rica - Winter tours

Essential Costa Rica With Extension To Guanacaste, Tamarindo Beach & San José City - Winter tours

Beaches And Nature With Santa Teresa, Self-drive - Winter tours

Supersaver | Costa Rica Essentials Plus & Manuel Antonio Extension, 10 Days - Winter tours

Costa Rica Natural Paradise - Winter tours

Essential Costa Rica With Extension To Manuel Antonio National Park, Manuel Antonio Beach & San Jose City - Winter tours

Ultimate Escape Costa Rica, Self-drive - Winter tours

Tour Costa Rica Fly & Drive - Winter tours

Costa Rica & Manuel Antonio 8 Days, Self-drive - Winter tours

Page 2 of 57 Trips in San Jose with 89 Reviews

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All San Jose Tours in Winter

Page 2 of 57 Trips in San Jose with 89 Reviews

Get a customized trip to San Jose in Winter

Page 2 of 57 Trips in San Jose with 89 Reviews