10 Best San Jose Multiday Tours in May 2026

Super Sales

Viva Costa Rica - May 2026

(5 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 2,104

USD 2,041

Saving

USD 63

View Tour

Super Sales

Real Guatemala to Costa Rica - May 2026

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, Ometepe Island, Monteverde Cloud Forest Biological Preserve, La Fortuna, Suchitoto, El Tunco, El Cuco, Leon, Granada

Duration17 days

From

USD 1,495

USD 1,450

Saving

USD 45

View Tour

Panama City to Cancun Travel Pass - May 2026

No booking fees

Best price guaranteed

Explore vibrant Panama City and stunning Cancun with Bamba’s unforgettable travel pass. Dive into crystal-clear cenotes, roam ancient Mayan ruins, and relax on pristine beaches. Experience vibrant local culture, indulge in delicious cuisine, and witness breathtaking Caribbean sunsets. Perfect for adventure seekers and culture lovers alike, this journey offers unique experiences and exciting activities at every stop. Make lasting memories on this ultimate Central American escape. Book now for an adventure of a lifetime!

VolcanoesLocal culture

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Home-stay

Age Range

18-99 yrs

Operated in

english

Destinations

Panama City, Cancún, San Blas Is

Panama City, Cancún, San Blas Islands, San Jose, Monteverde Cloud Forest Biological Preserve, San Juan Del Sur, Granada, Leon, El Tunco, Copán Ruinas, Antigua, Panajachel, San Jorge La Laguna, Lanquin, Flores, Belize City, Caye Caulker, Chetumal, Bacalar, Tulum, Playa Del Carmen, Bocas Del Toro, Puerto Viejo de Talamanca, Tortuguero National Park

Duration43 days

From

USD 3,800

View Tour

San Jose to Cancun Travel Pass - May 2026

No booking fees

Best price guaranteed

Embark on an unforgettable Central America adventure with a travel pass connecting San Jose to Cancun. This journey offers diverse experiences from exploring lush Costa Rican rainforests and discovering ancient Mayan ruins to relaxation on pristine Mexican beaches. Highlights include vibrant local markets, culturally-rich towns, and thrilling activities like zip-lining and snorkeling in crystal-clear waters. Ideal for adventure seekers and culture enthusiasts, this route promises an immersive blend of nature, history, and vibrant local flavors. Book your tropical escapade now!

Active and outdoor

Tour Type

Group Tour

Accommodation

Hostel, Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

San Jose, Cancún, Leon, El Tunco

San Jose, Cancún, Leon, El Tunco, Copán Ruinas, Antigua, Panajachel, San Jorge La Laguna, Lanquin, Monteverde, Flores, Belize City, Caye Caulker, Chetumal, Bacalar, Tulum, Playa Del Carmen, Liberia City, San Juan Del Sur, Granada

Duration33 days

From

USD 2,273

View Tour

Super Sales

Costa Rica Active Escape - May 2026

(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

View Tour

Treasures of Costa Rica and Panama - May 2026

(1 review )

Trip customizable

Best price guaranteed

We loved our trip to Costa Rica/Panama and it was a perfect mix of tours and time on our own. The guides were all great and the hotels (including breakfast) all good -- one less so but not bad... Highly recommend this trip!

National parksWildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

8-99 yrs

Operated in

english

Destinations

Panama City, San Jose, Panama Ca

Panama City, San Jose, Panama Canal, Soberanía National Park, Arenal, Monteverde, Manuel Antonio

Duration13 days

From

USD 2,939

View Tour

Self Drive Costa Rica - 14 days - May 2026

No booking fees

Best price guaranteed

PRIVATE SELF-DRIVE TOUR: Discover Costa Rica on this 14-day road trip that starts in lively San José and winds through the country’s most stunning regions. Journey to the Caribbean coast for sun-soaked beaches and wildlife in Puerto Viejo and Cahuita. Head inland to La Fortuna for rainforest adventures and views of Arenal Volcano, then explore the misty cloud forests of Monteverde. Continue to Rincon de la Vieja for volcanic hikes and hot springs before ending on Tamarindo’s laid-back Pacific shores. With scenic drives, exotic wildlife, and a perfect mix of adventure and relaxation.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

San Jose

Duration14 days

From

USD 2,855

View Tour

Landscapes of Costa Rica - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Embark on this 10-day tour of Costa Rica, travelling from San José to Tamarindo. Navigate the rapids of the Pacuare River, then explore the Caribbean coast with hikes through Cahuita National Park and kayaking in Punta Uva. Spot sloths, monkeys and tropical birds while trekking through lush rainforest. In La Fortuna, enjoy a traditional cooking class and visit Arenal’s hanging bridges and waterfall. The journey finishes on the Pacific coast, with time to relax on Tamarindo’s sun-drenched beaches. A vibrant blend of rainforest, volcanoes, and coastline, offering a deep dive into Costa Rica’s diverse natural beauty.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

San Jose

Duration10 days

From

USD 3,755

View Tour

Essential Mexico, Guatemala & Costa Rica - 20 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18 - 55): Travel from Mexico City to San Jose in Costa Rica on this 20-day group tour of Central America, also taking in the best of Mexico and Guatemala and staying in hostels and dorm accommodation. Learn to surf in Puerto Escondido, visit Chichen Itza and embark on a cycling tour of Tulum. In Guatemala, enjoy a memorable 2-day hike to the Acatenango Volcano, relax in Antigua and opt for kayaking in San Pedro La Laguna. Fly to San Jose for exploration of La Fortuna, zip lining in Monteverde and a sunset catamaran cruise in Manuel Antonio National Park. Enhance your adventure with lots of optional activities, or further explore at your own pace.

Explorer

Tour Type

Group Tour

Accommodation

Hostel

Age Range

18-55 yrs

Operated in

english

Destinations

Mexico City, San Jose, San Pedro

Mexico City, San Jose, San Pedro La Laguna, Antigua, La Fortuna, Manuel Antonio, Puerto Escondido, Oaxaca, Tulum

Duration20 days

From

USD 8,785

View Tour

Epic Central & South America - 52 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18 - 55): Our biggest tour yet - join us on an epic 52-day adventure spanning Central and South America. From the ancient ruins of Mexico to the tango rhythms of Argentina, this journey ticks off bucket-list icons and hidden gems alike. Hike Andean trails to Machu Picchu, trek volcanoes, and explore stunning national parks. Chase waterfalls in Brazil, take salsa lessons in Colombia, and savour street food in Mexico. From salt flats to coffee farms, boat trips to cooking classes, this is the ultimate way to experience the best of Latin America in one unforgettable trip.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Guest House, Hostel, Resort, Sleeper Bus

Age Range

18-55 yrs

Operated in

english

Destinations

Rio de Janeiro, Mexico City, Gua

Rio de Janeiro, Mexico City, Guatemala City, San Pedro La Laguna, Acatenango, Antigua, San Jose, La Fortuna, Manuel Antonio, Medellin, Salento, Cali, Bogota, Cusco, Inca Trail, Puerto Escondido, Puno, Lake Titicaca, La Paz, Uyuni, San Pedro De Atacama, Buenos Aires, Ushuaia, Iguazu Falls, Sao Paulo, Oaxaca, Hierve El Agua, Tulum, Chichen Itza

Duration52 days

From

USD 25,315

View Tour

Super Sales

Wild Costa Rica – Premium Adventure - May 2026

No booking fees

Best price guaranteed

The greatest wildlife-watching destinations in Costa Rica? They’re the ones you haven’t heard about… yet. So, journey through untouched rainforests, jungle hillsides and concealed coastlines to search for sloths, monkeys and more with the help of our expert guides. The highlights are plentiful. Go deep into the Osa Peninsula, one of the most biologically intense places on Earth, immerse yourself in a remote mountain community, and stay in handpicked Premium accommodation each night – because going remote doesn’t mean giving up the luxuries!

WildlifeBird watching

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Quepos, Es

San Jose, La Fortuna, Quepos, Esquipulas, Osa Peninsula, Corcovado National Park, San Gerardo De Rivas

Duration11 days

From

USD 8,700

USD 8,439

Saving

USD 261

View Tour

Mexico to Costa Rica Youth Adventure - 30 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18 to 39): Journey from Playa del Carmen on Mexico's Yucatan Peninsula to San Jose in Costa Rica on this 30-day tour that also takes in Belize and Guatemala. Take in some of Central America's best ancient treasures, including Chichen Itza, Tulum and Tikal. Hike up the Arenal and Acatenango volcanoes, spot wildlife in national parks like Manuel Antonio, Rio Celeste and Rincon de la Vieja. Cruise Lake Atitlan, meet local families across the region, and enjoy guided sightseeing in cities like San Jose, Antigua. With plenty of time for relaxation and swimming on the beaches of Playa del Carmen, Caye Caulker, Samara and more!

Explorer

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Coba

San Jose, Playa Del Carmen, Coban, Panajachel, San Juan La Laguna, Antigua, La Fortuna, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Bacalar, Caye Caulker, Flores

Duration30 days

From

USD 6,875

View Tour

Central America Youth Expedition - 40 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18-39): Explore Mexico, Guatemala, Belize, and Costa Rica on this 40-day tour, starting in Mexico City with its Aztec heritage, and moving through Oaxaca's markets and mezcal distilleries. Journey through Sumidero Canyon and San Cristobal de las Casas, then visit Isla Holbox's beaches and Mayan sites like Chichen Itza and Tulum. Continue to Bacalar's lagoon, Belize's reefs, and Caye Caulker for snorkelling, before experiencing Mayan cooking in Guatemala and exploring Tikal and the Candelaria Caves. Embark on a 4x4 adventure into the highlands, followed by a hike and swim in blue pools, with a traditional Mayan lunch. Visit Chichicastenango and Panajachel by Lake Atitlán, then take a boat to San Marcos and San Juan La Laguna. Hike Mayan Face Mountain at sunrise, then trek Acatenango volcano before heading to Costa Rica. Explore San Jose, La Fortuna, Arenal Volcano, Rio Celeste, and Rincon de la Vieja, before visiting Liberia, a pottery village, and Samara’s beaches. Conclude with a visit to Esterillos, Manuel Antonio National Park, the Crocodile Bridge, and San Jose.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Home-stay, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Mexico City, San Jose, Isla Holb

Mexico City, San Jose, Isla Holbox, Playa Del Carmen, Chichen Itza, Bacalar, Caye Caulker, Flores, Coban, Panajachel, San Juan La Laguna, Antigua, Acatenango, La Fortuna, Oaxaca, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Tehuantepec, San Cristobal De Las Casas, Cancún

Duration40 days

From

USD 9,370

View Tour

Costa Rica Express - 7 days - May 2026

No booking fees

Best price guaranteed

Short on time? This express tour takes in the best of Costa Rica in a week! An abundance of wildlife, lush rainforests, a towering volcano and idyllic coast. Visiting charming San Jose and Tortuguero National Park - Costa Rica's 'Little Amazon'. La Fortuna - home of the iconic Arenal Volcano, and Manuel Antonio, with its beautiful coastal jungle and pristine beaches.

National parks

Tour Type

Private Tour

Accommodation

Hotel, Lodge

Age Range

18-80 yrs

Operated in

english

Destinations

San Jose, Tortuguero, La Fortuna

San Jose, Tortuguero, La Fortuna, Arenal, Manuel Antonio

Duration7 days

From

USD 2,255

View Tour

All San Jose Tours in May 2026

Page 12 of 218 Trips in San Jose during May 2026 with 1,009 Reviews

Viva Costa Rica - May 2026

Real Guatemala to Costa Rica - May 2026

Panama City to Cancun Travel Pass - May 2026

San Jose to Cancun Travel Pass - May 2026

Costa Rica Active Escape - May 2026

Treasures of Costa Rica and Panama - May 2026

Self Drive Costa Rica - 14 days - May 2026

Landscapes of Costa Rica - 10 days - May 2026

Essential Mexico, Guatemala & Costa Rica - 20 days - May 2026

Epic Central & South America - 52 days - May 2026

Wild Costa Rica – Premium Adventure - May 2026

Mexico to Costa Rica Youth Adventure - 30 days - May 2026

Central America Youth Expedition - 40 days - May 2026

Costa Rica Express - 7 days - May 2026

Page 12 of 218 Trips in San Jose during May 2026 with 1,009 Reviews

Europe

Asia

South America

Africa

North America

Oceania

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 2026

Page 12 of 218 Trips in San Jose during May 2026 with 1,009 Reviews

Page 12 of 218 Trips in San Jose during May 2026 with 1,009 Reviews