10 Best San Jose Multiday Tours in May 2027

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.

Get a customized trip to San Jose in May 2027

Plan a multi-country or regional adventure across San Jose in May 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

Super Sales

Discover Costa Rica - May 2027

4.9

(378 reviews )

No booking fees

Best price guaranteed

I was a little worried about the trip as I was travelling alone but this was totally unnecessary as it was a truly great group of people. This trip was everything I hoped it would be and more. From day one our brilliant guide and driver did everything possible to ensure that we got the most out of the trip.

WildlifeMarine wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Tortuguero

San Jose, La Fortuna, Tortuguero National Park, Monteverde Cloud Forest Biological Preserve, Arenal Volcano, Piedras Blancas, Savegre, Arenal, Santa Elena, Manuel Antonio, Manuel Antonio National Park

Duration15 days

From

USD 4,875

USD 4,729

Saving

USD 146

View Tour

22% OFF TODAY

Super Sales

Classic Costa Rica - May 2027

(1 review )

No booking fees

Best price guaranteed

Discover incredible, lush Costa Rica and understand why this part of the world is called the ‘rich coast’. This 15-day adventure, beginning and ending in lively San Jose, is a journey through the jungles, farmlands, beaches and cities of a pure Central American location. Stay with a local family in Santa Rosa de Pocosol and help your hosts prep a traditional meal. Soak in springs that get their heat from an active volcano in La Fortuna and take on a huge array of nature-based optional activities in the Monteverde Cloud Forest. Spot three-toed sloths in the thickets of the Manuel Antonio National Park, then relax beneath swaying palms on the nearby beaches.

AdventureNational parks

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Home-stay

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, La Fortuna, Sarapiqui, Arenal Volcano, Monteverde Cloud Forest Biological Preserve, Manuel Antonio, Tortuguero National Park, Santa Rosa De Pocosol, Rio Celeste

22% OFF TODAY

Duration15 days

From

USD 2,530

USD 1,963

Saving

USD 567

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13% OFF TODAY

Super Sales

Costa Rica Experience - May 2027

No booking fees

Best price guaranteed

Discover a region of natural diversity, cultural riches and laidback vibes on an eight-day jungle jaunt through Costa Rica. Thanks to a longstanding tradition of preserving its natural assets, much of the country’s primary rainforest still stands. Opportunities for nature-based activities are endless here and the beaches on both coasts are well worth your free time. Spot monkeys and sloths in the cloud forests of Monteverde, hike to hidden waterfalls and kick back in the surf town of Manuel Antonio. Explore the depths of this vibrant country with plenty of time to make this trip your own.

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 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, Santa Rosa De Pocosol, Monteverde, Quepos

13% OFF TODAY

Duration8 days

From

USD 1,360

USD 1,187

Saving

USD 173

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Super Sales

Tortuguero National Park Tour – 4-Day Independent Adventure - May 2027

(7 reviews )

No booking fees

Best price guaranteed

Great tour with a great guide.

National parks

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

2-100 yrs

Operated in

english

Destinations

Tortuguero National Park, San Jo

Tortuguero National Park, San Jose, Tortuguero

Duration4 days

From

USD 739

USD 717

Saving

USD 22

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Super Sales

Costa Rica's Coastal Secrets - May 2027

4.8

(81 reviews )

No booking fees

Best price guaranteed

This is a new option for prospective visitors to Costa Rica and one I would unreservedly recommend. The anticipated daily downpours didn't materialise [ though, of course there was some rain ], and we spent most of the trip observing fantastic wildlife in dense jungle or warm, blue seas under blue skies. The hotels were all comfortable and well located and the mix between activity and leisure was well planned.

Marine wildlifeWildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Villa, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

San Jose, Tortuguero National Pa

San Jose, Tortuguero National Park, Osa Peninsula, Cahuita National Park, Caño Island, Corcovado National Park, Turrialba, Savegre Cloud Forest

Duration15 days

From

USD 6,000

USD 5,820

Saving

USD 180

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Best of Costa Rica - May 2027

4.7

(9 reviews )

Trip customizable

Best price guaranteed

Outstanding trip. Oldemar was our contact person and itinerary organizer. He did a phenomenal job. he took care of all the logistics and they were excellent. I would recommend this trip to anyone

National parksVolcanoes

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Eco Lodge, Resort

Age Range

6-79 yrs

Operated in

english, spanish

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

Duration13 days

From

USD 3,125

View Tour

27% OFF TODAY

Super Sales

Costa Rica Quest - May 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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San Jose Food Tour: Farm to Table - May 2027

Trip customizable

Best price guaranteed

Calling all foodies and lovers of locally-sourced goodness! Our Farm to Table food tour in San Jose Barrio Escalante will take you into the heart of traditional Costa Rican cuisine. Each dish is prepared with fresh products that are all sourced from ingredients grown within the country. On this tour, we'll visit four establishments where we have private reservations and personalized service. At all restaurants, coffee shops and cocktail rooms we visit, you will be welcomed by the chef, manager or owner as they explain to you what goes into preparing the signature dishes and drinks hand-crafted by each proprietor. The restaurants for this tour were chosen due to their farm-to-table concept and innovation with traditional Costa Rican cuisine. You will consume mostly fresh, locally-sourced organic greens and vegetables during the tour. The tour includes 2 workshops (coffee and mixology), a 6-course tasting menu and 7 drinks (spirits included). Delicious surprises await.

Food tours

Tour Type

Private Tour

Age Range

18-90 yrs

Operated in

english, spanish

Destinations

San Jose

Duration4 hours

From

USD 135

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Adventures in Nature - May 2027

Trip customizable

Best price guaranteed

On this 7-day adventure nature trip, explore tropical forests, beaches and one of the most impressive volcanoes in Costa Rica, all in a week! The trip begins with a three-day trip to the exotic canals of Tortuguero National Park on the Caribbean coast, the key nesting ground for endangered sea turtles between the months of July and October. The rivers within the park are also home to sensitive populations of manatees as well as caimans, crocodiles and tropical gar, which is considered a living fossil. The rainforest is home to jaguars, three-toed sloths and three of Costa Rica's four species of monkey: spider monkey, mantled howler and the white-headed capuchin. Basilisk lizards and poisonous frogs also inhabit the area, along with 375 species of birds including kingfishers, toucans, blue herons, peacocks and parrots. Then, we have an adventure to La Fortuna, the closest town to the stunning Arenal Volcano. See the volcano from different angles, while bathing in the hot springs, hiking to the base of the massive La Fortuna Waterfall or visiting the amazing hanging bridges. There is so much to see and do here!

National parks

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Eco Lodge

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

San Jose, Tortuguero National Pa

San Jose, Tortuguero National Park, Arenal Volcano

Duration7 days

From

USD 1,498

View Tour

13% OFF TODAY

Super Sales

Trek Hidden Costa Rica - May 2027

4.8

(13 reviews )

No booking fees

Best price guaranteed

Best experience I have had, absolutely life changing - everyone was so lovely, the tour couldn't have gone better & was so sad to leave!!

WildlifeTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Home-stay, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, Uvita, San Isidro, Pie

San Jose, Uvita, San Isidro, Piedras Blancas, Dominical, Diamante Verde

13% OFF TODAY

Duration12 days

From

USD 2,149

USD 1,876

Saving

USD 273

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Jungle and Island Expedition - May 2027

(7 reviews )

Trip customizable

Best price guaranteed

Everything was booked ahead of time, we didn't have to worry about hotels, transportation, or food (as some in our party were vegetarian)! Mario answered all of our questions and was very knowledgeable about everything Costa Rica. While driving to our excursions, Mario went above and beyond by pointing out toucans that flew in front of us as well as stopping to observe the howler monkeys, buffalos, and pineapple crops. Mario also helped us customize our trip by adding an extra day to our tour. At the end of our trip, Mario gifted us some local coffee and key chains as well!We went to Costa Rica June 2021 and were very impressed with the country's covid regulations (we had to wear masks and wash our hands before entering any establishment) which made us feel very safe.Overall, we would recommend Greenway Tours to anyone and happily book with them in the future. Pura Vida.

RaftingZip lining

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, La Fortuna, Alajuela

San Jose, La Fortuna, Alajuela, Arenal Volcano, Tortuga Island

Duration5 days

From

USD 1,690

View Tour

Best Seller

Costa Rica Explorer - May 2027

(1 review )

Trip customizable

Best price guaranteed

A fantastic trip to a wonderful country. Hotels were all excellent. Everything worked very smoothly,with everything on time. Everyone extremely friendly. Just wish we could have stayed longer

VolcanoesNational parks

Tour Type

Private Tour

Accommodation

Hotel, Luxury Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, La Fortuna, Arenal Volcano, La Paz Waterfall, Arenal, Playa Potrero

Duration10 days

From

USD 2,950

Instant book available

View Tour

Journeys: Highlights Of Costa Rica - May 2027

27% OFF TODAY

Super Sales

Journeys: Highlights of Costa Rica - May 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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Costa Rica Top Adventure - May 2027

(2 reviews )

Trip customizable

Best price guaranteed

Great trip run by professional tour operators. Our initial apprehensions about our first overseas trip post pandemic were put to rest by the excellent arrangements including day planning and lodging starting from receiving us at the airport. We felt at ease and relaxed throughout the trip. In short, the tour operator demonstrated how a professional tour needs to be operated. I recommend all to check them out if you are planning a trip to Costa Rica !

Zip liningRafting

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

San Jose, Manuel Antonio National Park, Sarapiqui, Arenal Volcano, La Fortuna

Duration8 days

From

USD 2,295

View Tour

All San Jose Tours in May 2027

68 Trips in San Jose during May 2027 with 910 Reviews

Get a customized trip to San Jose in May 2027

Discover Costa Rica - May 2027

Classic Costa Rica - May 2027

Costa Rica Experience - May 2027

Tortuguero National Park Tour – 4-Day Independent Adventure - May 2027

Costa Rica's Coastal Secrets - May 2027

Best of Costa Rica - May 2027

Costa Rica Quest - May 2027

San Jose Food Tour: Farm to Table - May 2027

Adventures in Nature - May 2027

Trek Hidden Costa Rica - May 2027

Jungle and Island Expedition - May 2027

Costa Rica Explorer - May 2027

Journeys: Highlights of Costa Rica - May 2027

Costa Rica Top Adventure - May 2027

68 Trips in San Jose during May 2027 with 910 Reviews

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All San Jose Tours in May 2027

68 Trips in San Jose during May 2027 with 910 Reviews

Get a customized trip to San Jose in May 2027

68 Trips in San Jose during May 2027 with 910 Reviews