10 Best San Jose Multiday Tours in May 2026

Tamarindo Beach Short Break From San Jose - May 2026

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Tamarindo Beach Short Break From San Jose - May 2026

Trip customizable

Best price guaranteed

Enjoy the vibrant Tamarindo Beach; the most developed beach on the vibrant Nicoya Peninsula and one of Costa Rica's best-known surf spots. Tamarindo beach is also a wonderland of adventure and has the serenity of a tropical getaway. This is a destination for anyone that is travelling through Costa Rica, from newlyweds to families.

BeachGetaways and short breaks

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

San Jose, Tamarindo

15% OFF TODAY

Duration5 days

From

USD 960

USD 816

Saving

USD 144

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Tortuguero Jungle Expedition, Short Break (on Request) - May 2026

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Tortuguero Jungle Expedition, Short Break (on Request) - May 2026

Trip customizable

Best price guaranteed

Enjoy a mystical two-night stay at Tortuguero National Park located in the North Caribbean side of Costa Rica. This is one of Costa Rica's most popular ecotourism destinations. Discover its Network of canals, lagoons and dense rainforests. Abundant wildlife inhabits Tortuguero, including 57 species of amphibians, 111 species of reptiles, and 60 species of mammals.

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Tortuguero, Tortuguero National Park

15% OFF TODAY

Duration3 days

From

USD 437

USD 371

Saving

USD 65

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Jaco Beach, Short Break - May 2026

Trip customizable

Best price guaranteed

Enjoy a pleasing two-night stay at the vibrant Jaco Beach, where there is fun for everyone: It doesn’t matter if you’re travelling by yourself, with kids or with a large group of adrenaline-seeking adventurers. Jaco truly has something for everyone and becomes a beloved travel destination for all who visit. If you want to spend time in an area bustling with animated nightlife and friendly locals, make sure you add Jaco to your travel list.

AdventureBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Jaco

15% OFF TODAY

Duration3 days

From

USD 551

USD 469

Saving

USD 83

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Monteverde Cloudforest Essences, Short Break - May 2026

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Monteverde Cloudforest Essences, Short Break - May 2026

Trip customizable

Best price guaranteed

Join our three-day trip and discover the most beautiful gems of Costa Rica: Monteverde Cloud Forest, which will unveil its secrets during the walk-in its green forests.

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Monteverde Cloud Forest Biological Preserve

15% OFF TODAY

Duration3 days

From

USD 480

USD 408

Saving

USD 72

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Fun In The Sun At Tamarindo Beach, Short Break - May 2026

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Fun In The Sun At Tamarindo Beach, Short Break - May 2026

Trip customizable

Best price guaranteed

Enjoy a tropical tour at Tamarindo Beach located in the North Pacific side of Costa Rica, the most developed beach on the vibrant Nicoya Peninsula and one of Costa Rica's best-known surf spots. Tamarindo beach is also a wonderland of adventure and has the serenity of a tropical getaway.What a great way to extend your holidays or enjoy a short break at the beach! This tour is including the transfer from San Jose, as well as the catamaran excursion.

BeachActive and outdoor

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Tamarindo Beach

15% OFF TODAY

Duration3 days

From

USD 601

USD 511

Saving

USD 90

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Costa Rica Volcano Adventure 4D/3N - May 2026

No booking fees

Best price guaranteed

Embark on an unforgettable Costa Rica adventure, exploring breathtaking volcano landscapes and lush rainforests. Discover the iconic Arenal Volcano, rejuvenate in natural hot springs, and trek through scenic trails rich with wildlife. This thrilling tour offers wildlife spotting, canopy walks, and visits to La Fortuna waterfall, perfect for nature enthusiasts and thrill-seekers. Immerse yourself in Costa Rica's natural beauty and vibrant ecosystems on this expertly guided, action-packed journey showcasing the best of tropical adventure.

AdventureTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna

Duration4 days

From

USD 983

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Puerto Viejo Beach, Short Break - May 2026

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Puerto Viejo Beach, Short Break - May 2026

(1 review )

Trip customizable

Best price guaranteed

The team were very helpful over e-mail and the accommodation was lovely. I've had a great trip.

AdventureBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Puerto Viejo de Talamanca

15% OFF TODAY

Duration3 days

From

USD 650

USD 552

Saving

USD 97

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Costa Rica Unique Stay At Naranjo, Short Break (on Request) - May 2026

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Costa Rica Unique Stay At Naranjo, Short Break (on Request) - May 2026

Trip customizable

Best price guaranteed

Enjoy the beautiful countryside of Costa Rica on a three-day itinerary, including wonderful cultural experiences combined with heart whelming landscapes and nature.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Naranjo De Alajuela

15% OFF TODAY

Duration3 days

From

USD 811

USD 690

Saving

USD 122

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Costa Rica: A World of Nature featuring Tortuguero National Park, Arenal Volcano & Manuel Antonio National Park - May 2026

No booking fees

Best price guaranteed

From thrilling water journeys to ethereal jungle expeditions, discover what pura vida means to you when you explore the essence of Costa Rica. Encounter an emerald wonderland, where trees climb high and animals roam free. Immerse yourself in nature when you spend 2 nights at a remote resort in San Carlos and 3 nights in the region of Arenal National Park. Sample fresh cacao during a visit to a local plantation. Give back to preservation efforts at a sea turtle research station in Tortuguero National Park. Embark on a crocodile safari in the jungle and a bird-watching cruise in the rainforest. Stand suspended over the rainforest floor as you journey across a network of hanging bridges. Hike the lava fields of Arenal Volcano or soar over jungle canopies on a zip line. It’s time to experience a world of nature.

Rainforest and jungle visits

Tour Type

Group Tour

Accommodation

Lodge, Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

San Jose, Playa Herradura, Tortu

San Jose, Playa Herradura, Tortuguero National Park, San Carlos, Arenal

Duration12 days

From

USD 3,349

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Wild Jungles And Secret Mountains Of Costa Rica (on Request) - May 2026

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Wild Jungles And Secret Mountains Of Costa Rica (on Request) - May 2026

Trip customizable

Best price guaranteed

Enjoy the highlights of Costa Rica on this guaranteed deaprture 9-day tour, which includes incredible places like Savegre, ideal for adventurers, Turrialba and its volcano, Puerto Viejo with its amazing beaches and Arenal. This is the true paradise for nature lovers.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Savegre Cloud Forest

San Jose, Savegre Cloud Forest, Turrialba, Puerto Viejo de Talamanca, Arenal, Arenal Volcano National Park

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Duration9 days

From

USD 2,186

USD 1,858

Saving

USD 328

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Costa Rican Adventure - May 2026

(1 review )

No booking fees

Best price guaranteed

Customer service with World Expeditions was fantastic. Every time I had a question, I was able to speak with a real human person and get honest answers. Thank you!!

RaftingVolcanoesHot springs

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

18-99 yrs

Operated in

english

Destinations

San Jose, Arenal

Duration8 days

From

USD 1,860

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Samara Beach, Short Break - May 2026

Trip customizable

Best price guaranteed

Enjoy a tropical two-night stay at Samara beach, located on the Pacific coast of the Nicoya peninsula in the province of Guanacaste. Samara is a sunny beach, with perfect landscapes and the environment that surrounds it offers an ideal place to relax and have a good time

BeachActive and outdoor

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

San Jose, Playa Samara

15% OFF TODAY

Duration3 days

From

USD 625

USD 531

Saving

USD 94

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Beaches & Nature Adventure 8D/7N - May 2026

No booking fees

Best price guaranteed

Explore pristine beaches and lush landscapes with Bamba's immersive 8-day Costa Rica adventure! Embark on thrilling activities like snorkeling in crystal-clear waters, hiking through verdant rainforests, and observing diverse wildlife in their natural habitats. Visit stunning national parks, unwind on sun-kissed shores, and experience authentic local culture. Perfect for nature lovers and adventure seekers, this tour offers an unforgettable blend of relaxation and excitement, showcasing the best of Costa Rica's stunning beauty and vibrant ecosystems.

AdventureWalking toursExplorer

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Monteverde

San Jose, La Fortuna, Monteverde Cloud Forest Biological Preserve, Punta Arenas

Duration8 days

From

USD 1,603

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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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All San Jose Tours in May 2026

Page 7 of 151 Trips in San Jose during May 2026 with 902 Reviews

Tamarindo Beach Short Break From San Jose - May 2026

Tortuguero Jungle Expedition, Short Break (on Request) - May 2026

Jaco Beach, Short Break - May 2026

Monteverde Cloudforest Essences, Short Break - May 2026

Fun In The Sun At Tamarindo Beach, Short Break - May 2026

Costa Rica Volcano Adventure 4D/3N - May 2026

Puerto Viejo Beach, Short Break - May 2026

Costa Rica Unique Stay At Naranjo, Short Break (on Request) - May 2026

Costa Rica: A World of Nature featuring Tortuguero National Park, Arenal Volcano & Manuel Antonio National Park - May 2026

Wild Jungles And Secret Mountains Of Costa Rica (on Request) - May 2026

Costa Rican Adventure - May 2026

Samara Beach, Short Break - May 2026

Beaches & Nature Adventure 8D/7N - May 2026

Surf Costa Rica (on Request) - May 2026

Page 7 of 151 Trips in San Jose during May 2026 with 902 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 7 of 151 Trips in San Jose during May 2026 with 902 Reviews

Page 7 of 151 Trips in San Jose during May 2026 with 902 Reviews