10 Best San Jose Multiday Tours in May 2027

Halloween Super Sales

Best of Costa Rica - May 2027

Trip customizable

Best price guaranteed

Enjoy the best of Costa Rica with this special multiday vacation package visiting San José, Tortuguero Park, Arenal Volcano, Monteverde and Manuel Antonio Beaches. This includes a great mix of nature and adventure tours, high quality hotels, deluxe transportation services and professional tour guides. Explore Tortuguero National Park with a professional naturalist tour guide and in a private transportation from San Jose. This unique tour will allow you to see lots of wildlife species along the canals and during the boat tour. Hike the Tortuguero Hill and admire the beauty of this amazing region. Later on, in Arenal Volcano, you can choose one tour from the multiple options provided. Hike to La Fortuna Waterfall and swim in the cristal clear river pool, go zip-linning, rafting, visit the hanging bridges or take a chocolate tour. Stay overnight in La Fortuna town. Explore Monteverde and its unique cloud forest and relax in the pristine beaches of Manuel Antonio National Park.

Adventure

Tour Type

Private Tour

Accommodation

Eco Lodge, Hotel, Lodge

Age Range

1-89 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio, Tortug

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

Duration12 days

From

USD 3,475

USD 3,371

Saving

USD 104

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Halloween Super Sales

Costa Rica Pura Vida - May 2027

Trip customizable

Best price guaranteed

Enjoy the best of Costa Rica with this six-day trip and cover destinations like San José, La Paz Waterfall Gardens, Tortuga Island, Irazu Volcano and Cartago city. Discover the lush, incredible beauty of Costa Rica and learn more about why this part of the world is also called the ‘Rich Coast.’ This adventure takes you into the heart of a country whose people are all about ‘pura vida’ (pure life). To ensure that you never get bored during your Costa Rica stay, we have included a variety of activities during this trip, ranging from a national park visit to a catamaran ride. Scroll down to the itinerary section for more details.

Waterfalls

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, La Paz Waterfall, Tortuga Island

Duration6 days

From

USD 1,999

USD 1,939

Saving

USD 60

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Halloween Super Sales

Viva Costa Rica - May 2027

(7 reviews )

No booking fees

Best price guaranteed

This was my first Contiki trip & I'm not sure that any holiday will ever be the same! I had the most amazing time in Costa Rica with the best group of people. From chill beach days to zip lining over the rainforest we did such a variety of things but still had plenty of free time (in Monteverde we used our free time to go & do the highest bungee in Central America!). Our trip manager & driver were incredible & really made the trip unforgettable with crazy knowledge of the local areas & wildlife. Pura Vida!

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Arenal, Tamarindo, Mon

San Jose, Arenal, Tamarindo, Monteverde, Jaco

Duration9 days

From

USD 1,685

USD 1,634

Saving

USD 51

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27% OFF TODAY

Halloween Super Sales

Real Guatemala to Costa Rica - May 2027

No booking fees

Best price guaranteed

From the Guatemalan highlands to the cloud forests of Costa Rica (and all the surf spots in between), you’ll join a new group of soon-to-be friends and roll through four Central American countries for a taste of this diverse region. Discover tropical forests alive with jungle melodies, vast freshwater lakes and active volcanoes – this wildlife-rich pocket of Central America is ready to be explored. Turn your eyes to a volcanic crater in Cerro Verde, spot colourful birds on the facades of Granada, stand in the shadow of the mighty Arenal Volcano and search for sloths among the canopy of Monteverde Cloud Forest. This trip through Guatemala, El Salvador, Nicaragua and Costa Rica is perfect for those who like their adventures 'la forma natural'.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Camping

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Antigua, San Jorge La

San Jose, Antigua, San Jorge La Laguna, San Juan Del Sur, Monteverde, La Fortuna, Cerro Verde National Park, San Salvador, Leon, Granada, Ometepe Island

27% OFF TODAY

Duration17 days

From

USD 1,780

USD 1,295

Saving

USD 485

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Halloween Super Sales

Costa Rica Active Escape - May 2027

(6 reviews )

No booking fees

Best price guaranteed

The guide, hotels and activities were all amazing

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

San Jose, Liberia City, La Fortu

San Jose, Liberia City, La Fortuna, Tilaran, Monteverde, Pacific Coast, Carrillo Beach

Duration8 days

From

USD 2,170

USD 2,105

Saving

USD 65

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Halloween Super Sales

Costa Rica: Hike, Bike & Raft - May 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

Costa Rica Adventure - May 2027

(1 review )

No booking fees

Best price guaranteed

Just finished my Costa Rica Trip and had the best time ever!! If you are considering it DO IT!!! I’ve been on many many group tours and this was by far the best I have done to date! The group leader - Elmer, honestly made the trip and just went above and beyond in every possible way to ensure we were having a good time! Will definitely be booking another Intro trip soon as it was the best two weeks ever!

Hot springsWalking

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

San Jose, Esterillos, Manuel Ant

San Jose, Esterillos, Manuel Antonio National Park, La Fortuna, Arenal Volcano, Rincon de la Vieja Volcano National Park, Playa Samara

Duration13 days

From

USD 2,199

USD 2,133

Saving

USD 66

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Panama: Craters, Coasts & Highland Mountains - May 2027

13% OFF TODAY

Halloween Super Sales

Panama: Craters, Coasts & Highland Mountains - May 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

13% OFF TODAY

Duration18 days

From

USD 2,049

USD 1,789

Saving

USD 260

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Halloween Super Sales

EPIC CENTRAL AMERICA 40 DAYS - May 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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Central And South American Adventure: From Costa Rica To Colombia - May 2027

13% OFF TODAY

Halloween Super Sales

Central and South American Adventure: From Costa Rica to Colombia - May 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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18% OFF TODAY

Halloween Super Sales

Solo-ish Costa Rica - May 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

18% OFF TODAY

Duration8 days

From

USD 1,559

USD 1,285

Saving

USD 274

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Halloween Super Sales

CENTRAL AMERICA ADVENTURE - May 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 30 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. 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…

Hot springsNational parks

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Coba

San Jose, Playa Del Carmen, Coban, Semuc Champey, Lake Atitlan, San Juan La Laguna, Antigua, Acatenango, La Fortuna, Chichen Itza, Arenal Volcano, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Manuel Antonio National Park, Tulum, Bacalar, Caye Caulker, Hol Chan Marine Reserve, Flores, Tikal

Duration30 days

From

USD 5,699

USD 5,528

Saving

USD 171

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Costa Rica To Panama: Surf, Treks & Starry Skies - May 2027

13% OFF TODAY

Halloween Super Sales

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

13% OFF TODAY

Duration13 days

From

USD 1,199

USD 1,047

Saving

USD 152

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Halloween Super Sales

Costa Rica Short Break: La Fortuna - May 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 May 2027

Page 5 of 72 Trips in San Jose during May 2027 with 912 Reviews

Get a customized trip to San Jose in May 2027

Page 5 of 72 Trips in San Jose during May 2027 with 912 Reviews

Best of Costa Rica - May 2027

Costa Rica Pura Vida - May 2027

Viva Costa Rica - May 2027

Real Guatemala to Costa Rica - May 2027

Costa Rica Active Escape - May 2027

Costa Rica: Hike, Bike & Raft - May 2027

Costa Rica Adventure - May 2027

Panama: Craters, Coasts & Highland Mountains - May 2027

EPIC CENTRAL AMERICA 40 DAYS - May 2027

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

Solo-ish Costa Rica - May 2027

CENTRAL AMERICA ADVENTURE - May 2027

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

Costa Rica Short Break: La Fortuna - May 2027

Europe

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Africa

North America

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Polar

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 May 2027

Page 5 of 72 Trips in San Jose during May 2027 with 912 Reviews

Get a customized trip to San Jose in May 2027

Page 5 of 72 Trips in San Jose during May 2027 with 912 Reviews