10 Best San Jose Multiday Tours in May 2026

Romantic Adventure In Costa Rica (on Request) - May 2026

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Romantic Adventure In Costa Rica (on Request) - May 2026

Trip customizable

Best price guaranteed

Enjoy the highlights of Costa Rica on this eight-day itinerary, including wonderful sceneries to celebrate love: rainforests, volcanoes, romantic getaways, tropical jungles and pristine beaches. This is a country of great natural beauty and every destination has something unique to offer. Costa Rica really is a natural paradise for lovers.

Active and outdoorAdventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-99 yrs

Operated in

english, spanish

Destinations

San Jose, Pacuare River, Arenal

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

15% OFF TODAY

Duration8 days

From

USD 3,577

USD 3,040

Saving

USD 537

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15% OFF TODAY

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Surf Costa Rica (on Request) - May 2026

Trip customizable

Best price guaranteed

This 10-day guaranteed departure tour is the perfect combination of surfing and wildlife adventure. With miles of white sand beaches and unparalleled waves, Costa Rica is a world-class surfing destination. You can relax and surf in places like the tiny village of Jacó with beaches of volcanic sand of cinnamon and Tamarindo where a reputation has been forgotten by the beauty of this city and its beaches. End in Dominical and enjoy the relaxed vibe of this tiny village surrounded by stunning nature.

BeachActive and outdoor

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

San Jose, Tamarindo, Jaco, Dominical

15% OFF TODAY

Duration10 days

From

USD 1,948

USD 1,656

Saving

USD 292

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13% OFF TODAY

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Central American Adventure - May 2026

(1 review )

No booking fees

Best price guaranteed

Explore colourful worlds – both on land and underwater – on a vibrant adventure from the sunny beaches of Mexico through jungle and Caribbean coastline to the volcanic mountains of Costa Rica. This 34-day adventure hits Mexico, Belize, Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica, snaking through all the best spots and introducing you to local haunts as well as traveller hotspots. Discover a diverse marine playground in Caye Caulker, walk through the steamy cloud forests in Monteverde and visit the famous Tikal pyramids, arguably the most stunning of Guatemala’s ruins. Learn ancient Maya secrets and pass through jaw-dropping scenery on this Central American adventure.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Rio

San Jose, Playa Del Carmen, Rio Dulce, Antigua, San Jorge La Laguna, Panajachel, Copan, Suchitoto, El Cuco, Leon, Granada, Ometepe Island, Monteverde Cloud Forest Biological Preserve, Tulum, La Fortuna, Caye Caulker, San Ignacio, Tikal

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Duration34 days

From

USD 4,985

USD 4,352

Saving

USD 633

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Costa Rica Highlights - May 2026

Trip customizable

Best price guaranteed

Enjoy the best of Costa Rica with this special multiday vacation package visiting San José, Tortuguero National Park, Arenal Volcano and the beautiful Tortuga Island. 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. This unique tour will allow you to see lots of wildlife species along the canals and during the boat tour to the national park. Later on, in Arenal Volcano, a hike to La Fortuna Waterfall and swim in the cristal clear river pool or customize your adventure with the tour of your preference. We will provide several options for you. Stay overnight in La Fortuna town at Arenal Paraiso Hotel with a magnificent view of the volcano. A relax day at Tortuga Island, one of the most popular and beautiful ones at the pacific side in Costa Rica.

Rainforest and jungle visits

Tour Type

Private Tour

Accommodation

Eco Lodge, Hotel, Lodge

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, Tortuguero, Tortuguero

San Jose, Tortuguero, Tortuguero National Park, La Fortuna, Arenal, Tortuga Island

Duration8 days

From

USD 2,335

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Corcovado Classic Experience, Short Break - May 2026

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Corcovado Classic Experience, Short Break - May 2026

Trip customizable

Best price guaranteed

Join our four-day trip and enjoy the untouched nature of the Corcovado National Park, settled in the beautiful region of Osa Peninsula. It is a true jewel of land, water, and life, home to a diverse vegetation and animal species. Walk across the rainforests of Corcovado National Park, unveil the breathtaking waterfalls and discover the marine life during the snorkelling excursion to Caño Island. If you are nature-lover and adventurer you won´t regret to go through this fantastic experience.

Active and outdoor

Tour Type

Group Tour

Accommodation

Lodge, Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Osa Peninsula

15% OFF TODAY

Duration4 days

From

USD 2,840

USD 2,414

Saving

USD 426

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Ultimate Central America - May 2026

No booking fees

Best price guaranteed

Embark on an in-depth, 59-day Central American adventure from Mexico’s capital to the home of the Panama Canal. Pass through Mexico, Belize, Guatemala, El Salvador, Honduras, Nicaragua, Costa Rica and Panama on a small-group journey through remote villages, historic cities, ancient Maya and Aztec ruins, verdant cloud forests and pure Caribbean beaches. Get acquainted with the local cultures, spectacular landscapes and fascinating histories of Central America as you explore the wealth of tradition, spot the range of unusual wildlife, dive into unique underwater worlds and spend time travelling with like-minded people. Did you hear that? Central America is calling – you better Belize it.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, Panama City, Palenq

Mexico City, Panama City, Palenque, Merida, Playa Del Carmen, Tulum, Caye Caulker, San Ignacio, Tikal, Rio Dulce, Antigua, San Jorge La Laguna, Panajachel, Puebla, Copan, Suchitoto, El Cuco, Leon, Granada, Ometepe Island, Monteverde Cloud Forest Biological Preserve, La Fortuna, San Jose, Puerto Viejo de Talamanca, Oaxaca, Isla Colon, Bocas Del Toro, Boquete, Santa Catalina, San Cristobal De Las Casas

Duration59 days

From

USD 10,035

USD 9,734

Saving

USD 301

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Epic Mexico to Costa Rica - May 2026

No booking fees

Best price guaranteed

From cloud forests and volcanic peaks to sun-drenched island beaches and lost temples, Central America is bursting with natural wonders and converging cultures. On this epic 32-day adventure, you’ll kick off in Mexico’s Playa del Carmen and snake through Belize, Guatemala, El Salvador, Nicaragua and Costa Rica. Relax by colourful architecture in San Miguel, trek to the jungle ruins of Tikal, brush up on your Espanol over an icy cerveza and stay in villages dwarfed by volcanoes. Whether you’re haggling in the markets of Chichicastenango, chilling in a Caribbean town on the Rio Dulce or wandering cobblestone streets in Antigua, you'll be discovering new places and forging lifelong friendships along the way. From ancient Maya ruins to modern nightlife, you’ll explore the sights and sounds of Latin life and dive into the wilds of seldom-seen hotspots.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Lodge, Camping

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Rio

San Jose, Playa Del Carmen, Rio Dulce, Antigua, San Jorge La Laguna, Panajachel, Suchitoto, El Tunco, Tulum, El Cuco, Leon, Granada, Ometepe Island, Monteverde Cloud Forest Biological Preserve, La Fortuna, Caye Caulker, San Ignacio, Tikal

Duration32 days

From

USD 2,915

USD 2,828

Saving

USD 87

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Epic Central America - May 2026

No booking fees

Best price guaranteed

It doesn’t get much bigger than this – take on a 45-day adventure enjoying everything Central America has to offer, from Mexico to Costa Rica and all the cool spots in between. Whether you're hitting the waves in El Salvador, trekking the steamy cloud forests in Costa Rica, snorkelling the pristine underwater worlds in Belize or washing down your tacos with mezcal in Mexico, there's no shortage of unforgettable experiences on this trip. You’ll cover six countries, stopping at dozens of towns and beaches and sipping many (many) cervezas. Oh Maya, this is huge.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Hostel, Camping

Age Range

18-35 yrs

Operated in

english

Destinations

Mexico City, San Jose, Palenque

Mexico City, San Jose, Palenque, Merida, Playa Del Carmen, Tulum, Caye Caulker, San Ignacio, Tikal, Rio Dulce, Antigua, San Jorge La Laguna, Panajachel, Puebla, Suchitoto, El Tunco, El Cuco, Leon, Granada, Ometepe Island, Monteverde Cloud Forest Biological Preserve, La Fortuna, Oaxaca, San Cristobal De Las Casas

Duration45 days

From

USD 4,470

USD 4,336

Saving

USD 134

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Best of Costa Rica - May 2026

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

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Costa Rica Pura Vida - May 2026

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

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Romantic Adventure In Costa Rica, Self-drive (on Request) - May 2026

15% OFF TODAY

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Romantic Adventure In Costa Rica, Self-drive (on Request) - May 2026

Trip customizable

Best price guaranteed

Active and outdoorAdventure

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

San Jose, Pacuare River, Arenal

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

15% OFF TODAY

Duration8 days

From

USD 3,372

USD 2,866

Saving

USD 506

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The Best Of Costa Rica, Self-drive - May 2026

15% OFF TODAY

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The Best Of Costa Rica, Self-drive - May 2026

Trip customizable

Best price guaranteed

Enjoy the highlights of Costa Rica on this ten-day itinerary, including wonderful rainforests, volcano, cloud forests, tropical jungles and a secluded Island. This is a country of great natural beauty and every destination has something unique to offer. Whether you are watching the Arenal volcano whilst bathing in hot springs, walking in the canopy of Monteverde’s cloud forest or relaxing on the pristine jungle of Tortuguero, Costa Rica really is a nature lover's paradise.

Active and outdoorAdventure

Tour Type

Private Tour

Accommodation

Hotel, Lodge

Age Range

6-99 yrs

Operated in

english

Destinations

San Jose, Tortuguero, Arenal Vol

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

15% OFF TODAY

Duration10 days

From

USD 1,412

USD 1,200

Saving

USD 212

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Fantasy On Beaches And Volcanoes, Self-drive - May 2026

15% OFF TODAY

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Fantasy On Beaches And Volcanoes, Self-drive - May 2026

Trip customizable

Best price guaranteed

Enjoy the highlights of Costa Rica on this seven-day itinerary, including wonderful rainforest and volcano, tropical jungles and pristine beaches. This is a country of great natural beauty and every destination has something unique to offer. Whether you are watching the Arenal volcano whilst bathing in hot springs or relaxing on the charming beaches of Tamarindo, Costa Rica really is a nature lover's paradise.

Active and outdoorBeach

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

San Jose, Arenal Volcano Nationa

San Jose, Arenal Volcano National Park, Tamarindo

15% OFF TODAY

Duration7 days

From

USD 938

USD 798

Saving

USD 141

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Costa Rica Highlights, 10 Days - May 2026

15% OFF TODAY

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Costa Rica Highlights, 10 Days - May 2026

Trip customizable

Best price guaranteed

Enjoy the many highlights of Costa Rica on this 10-day itinerary, including wonderful rainforests, volcano, cloud forests and the exotic North Caribbean side of Costa Rica. Discover a country of great natural beauty, whether you are watching the Arenal volcano whilst bathing in hot springs, walking in the canopy of Monteverde's cloud forest, relaxing on the pristine jungle of Tortuguero or enjoying the warm waters of the Pacific Coast. This is the real nature lover's paradise.

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel, Resort, Eco Lodge, Lodge

Age Range

6-99 yrs

Operated in

spanish, english

Destinations

San Jose, Tortuguero, Tortuguero

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

15% OFF TODAY

Duration10 days

From

USD 3,023

USD 2,570

Saving

USD 454

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All San Jose Tours in May 2026

Page 11 of 218 Trips in San Jose during May 2026 with 1,009 Reviews

Romantic Adventure In Costa Rica (on Request) - May 2026

Surf Costa Rica (on Request) - May 2026

Central American Adventure - May 2026

Costa Rica Highlights - May 2026

Corcovado Classic Experience, Short Break - May 2026

Ultimate Central America - May 2026

Epic Mexico to Costa Rica - May 2026

Epic Central America - May 2026

Best of Costa Rica - May 2026

Costa Rica Pura Vida - May 2026

Romantic Adventure In Costa Rica, Self-drive (on Request) - May 2026

The Best Of Costa Rica, Self-drive - May 2026

Fantasy On Beaches And Volcanoes, Self-drive - May 2026

Costa Rica Highlights, 10 Days - May 2026

Page 11 of 218 Trips in San Jose during May 2026 with 1,009 Reviews

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Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

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

Page 11 of 218 Trips in San Jose during May 2026 with 1,009 Reviews