10 Best San Jose Multiday Tours in May 2027

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

Start planning your Trip

Recommended by

Halloween Super Sales

Amazing Costa Rica Experience - May 2027

4.7

(3 reviews )

Trip customizable

Best price guaranteed

Alberto was great! He was friendly, and communicative, and provided door-to-door service. We were in CR celebrating my girlfriend's birthday. I was initially undecided about renting a vehicle. However, I am happy that I did not. The excursions were awesome, and Alberto helped take away potential stress. We were able to sit back, relax, and just have fun because he made us feel comfortable and safe. We plan to book with Greenway Tours for future travels to the country.

Volcanoes

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, Tamarindo Beach, Arenal Volcano

Duration8 days

From

USD 2,250

USD 2,183

Saving

USD 68

View Tour

Best Seller

Halloween Super Sales

Costa Rica Nature Escape - May 2027

(9 reviews )

Trip customizable

Best price guaranteed

My trip was wonderful -- I can't say enough good things about Mario and his team! I was travelling solo, and they worked with me to customize the itinerary to be exactly what I needed alongside a work trip I had right before. All of the guides and other staff members were very professional, kind, and prepared. Pickups were on time, and even mundane drives were filled with interesting information and good conversation. Special shoutout to Alberto, who took me to Tortuguero and was so knowledgeable about wildlife (and whose keen eyes spotted some spider monkeys on the drive home, enabling us to stop and see them and some howler monkeys). A true highlight! But everyone was wonderful -- definitely recommend.

VolcanoesHot springs

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

San Jose, La Fortuna, Arenal Vol

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

Duration5 days

From

USD 1,755

USD 1,702

Saving

USD 53

Instant book available

View Tour

13% OFF TODAY

Halloween Super Sales

Costa Rica Adventure - May 2027

4.8

(4 reviews )

No booking fees

Best price guaranteed

The itinerary was perfect. We enjoyed everything offered!. We really enjoyed getting to know the local people on the river . Our driver, *Personal details removed by Feefo|* was awesome too! *Personal details removed by Feefo|* made every day so fun! He really knew so much about the area!

AdventureArt and architecture

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

San Jose, Liberia City, Tortugue

San Jose, Liberia City, Tortuguero, Monteverde, Arenal

13% OFF TODAY

Duration10 days

From

USD 1,425

USD 1,244

Saving

USD 181

View Tour

Costa Rica: Monteverde And La Fortuna - May 2027

32% OFF TODAY

Halloween Super Sales

Costa Rica: Monteverde and La Fortuna - May 2027

(8 reviews )

No booking fees

Best price guaranteed

Overall experience was great, I will recommend G Adventure to all my friends

Rainforest and jungle visits

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, Monteverde, La Fortuna

32% OFF TODAY

Duration7 days

From

USD 1,499

USD 1,018

Saving

USD 481

View Tour

Halloween Super Sales

Naturally Costa Rica - May 2027

4.7

(12 reviews )

Trip customizable

Best price guaranteed

We loved the La Paz Waterfall Gardens and Sarapiqui River tour! La Paz is beyond beautiful with orchids, hummingbirds, frogs, toucans, scarlet macaws, parrots, coatis, sloths, ocelots, margays, and a jaguar. The gardens and waterfalls are exquisite. A wonderful buffet lunch was included. Our trip down the Sarapiqui River in a covered boat was so much fun! We saw two caimans, iguanas, Anhingas, swallows, butterflies, and five troops of Mantled Howler monkeys. Oscar and Armando, our guide and driver were so kind and taught us so much. We stopped at a lovely coffee finca to see the beans ripening, a sopa (local restaurant) in the mountains to take in spectacular waterfall and hummingbird views, we watched whitewater rafters, and sampled fresh pineapple at a farmstand. Oscar and Armando treated us like family and made our first day in Costa Rica amazing!

National parksRaftingVolcanoes

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Eco Lodge, Resort

Age Range

8-79 yrs

Operated in

english, spanish

Destinations

San Jose, Tortuguero National Pa

San Jose, Tortuguero National Park, Arenal Volcano, Puerto Viejo de Talamanca, Orosi, La Fortuna, Cahuita National Park

Duration12 days

From

USD 2,930

USD 2,842

Saving

USD 88

View Tour

27% OFF TODAY

Halloween Super Sales

Wellness Costa Rica - May 2027

(8 reviews )

No booking fees

Best price guaranteed

This was the best introduction to Costa Rica and everything it has to offer travellers. A perfect blend of active and comfort, we had the option to be as adventurous (or not) as we wanted. Everything was well thought out and planned; a true "wellness" trip where we felt like we were living the best versions of ourselves. The flavours, hospitality and the good nature of the "pura vida" was with us from the moment we landed, and will be with us for a long time afterwards.

YogaChill out

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Eco Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, Rincon de la Vieja Vol

San Jose, Rincon de la Vieja Volcano National Park, La Fortuna, Playa Carrillo

27% OFF TODAY

Duration8 days

From

USD 2,249

USD 1,635

Saving

USD 614

View Tour

Halloween Super Sales

Exotic Landscapes of Costa Rica - May 2027

4.7

(3 reviews )

Trip customizable

Best price guaranteed

Great tour, planned to perfection by Oldemar at th last minute. We travelled to La Fortuna, Monteverde and Manuel Antonio over 12 days and feel that we needed at least 3 more days. Did a host of activites, all organised by the company such a zip lining, waterfall rapelling, whitewater rafting, bird watching, night safari, coffee tours, etc. Very happy.

National parksAdventure

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-79 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

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

Duration9 days

From

USD 2,175

USD 2,110

Saving

USD 65

View Tour

Halloween Super Sales

Costa Rica: Rivers, Rainforest & Beaches - May 2027

Trip customizable

Best price guaranteed

Take in the best of Costa Rica during this six-day, guided trip and cover highlights like San José, Pacuare River, Arenal Volcano and Jaco Beach. Enjoy whitewater rafting in the Pacuare River, one of the best in the world for this activity. See the famous Arenal Volcano, hike to La Fortuna Waterfall and swim in its crystal clear pool water. Later, indulge yourself at the beautiful Baldi Hot Springs. Discover Costa Rica's green countryside during your transfer to Jaco Beach and stay overnight in this vibrant city. Please scroll down to the itinerary section for more details. Feel free to reach out to us if you have any doubts.

Rainforest and jungle visits

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

Pacuare River, Arenal Volcano, J

Pacuare River, Arenal Volcano, Juan Santamaria, Arenal, La Fortuna, Jaco, San Jose

Duration6 days

From

USD 1,635

USD 1,586

Saving

USD 49

View Tour

27% OFF TODAY

Halloween Super Sales

Costa Rica Active Adventure - May 2027

(8 reviews )

No booking fees

Best price guaranteed

The trip was well rounded with as much (or little) action as you like and I loved all of it. The group was great and we had a lot of fun together. Our CEO was very knowledgeable and fun to be around. I would recommend it to everyone who is looking for a couple of active weeks in Costa Rica!

Trekking and HikingRafting

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Puerto Vie

San Jose, La Fortuna, Puerto Viejo de Talamanca, Pacuare River, Arenal Volcano, Monteverde Cloud Forest Biological Preserve, Monteverde

27% OFF TODAY

Duration13 days

From

USD 2,149

USD 1,563

Saving

USD 586

View Tour

Halloween Super Sales

Explore Tortuguero: The Amazon of Costa Rica - May 2027

Trip customizable

Best price guaranteed

Also called the Amazon of Costa Rica, Tortuguero National Park, located on the Caribbean coast, is home to a variety of wild animals and native plant species. Join us on this five-day tour of Tortuguero and soak up the rich biodiversity of this area. Exceptionally high rainfall and a unique environment where freshwater meets the sea means that Tortuguero has numerous canals, lagoons and wetlands, which you will discover during your guided boat safari and walking tour. Depending upon your arrival date, you might even get to see green sea turtles laying eggs on the beach. Please note that arrival and departure transfer is included in the tour price. However, you will have to purchase entrance tickets to Tortuguero National Park on your own. For more details, please go through the itinerary below.

Local boat ridesBeachWildlife

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

english

Destinations

San Jose, Tortuguero National Park

Duration5 days

From

USD 675

USD 655

Saving

USD 20

View Tour

Halloween Super Sales

Costa Rica Eco Adventure - May 2027

Trip customizable

Best price guaranteed

An amazing Costa Rica vacation package where you will enjoy a perfect combination of nature and adventure tours at 3 of the most important destinations in Costa Rica: Arenal Volcano National Park, Monteverde Cloud Forest and Manuel Antonio National Park in the Central Pacific Coast. With our tour you will be able to customize it because at each location you will be able to select your preferred tour from a list of the top activities in each region. The itinerary can be customized for very active people or just relaxing activities for seniors and families with children. The package includes excellent hotel´s quality as well.

Rainforest and jungle visits

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-90 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

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

Duration9 days

From

USD 2,650

USD 2,571

Saving

USD 80

View Tour

15% OFF TODAY

Halloween Super Sales

Costa Rica Nature Adventure - May 2027

4.9

(24 reviews )

No booking fees

Best price guaranteed

We just returned from the Costa Rica Eco-Adventure (2/1/2025-2/8/2025). This was our sixth Trafalgar trip. was a WONDERFUL tour guide. Very knowledgeable and personable. worked very hard; it was much appreciated! It was a great tour! A couple of things we noticed on this trip, that were different than previous Trafalgar trips . . . We prepaid our gratuities (as we always do). Usually, the tour guide talks about the ability to tip the guides and drivers, and thanks those who have already paid the gratuity. This didn't happen on this trip. We hope he received our prepaid gratuity! Also, on previous trips, it was noted if you had been a previous Trafalgar traveler. This did not happen on this trip. We are proud Trafalgar trip repeaters, which makes us some of your greatest advertisers. One suggestion we had: For our farewell dinner, we went to a restaurant where we could order off the menu. There were 42 of us. It took probably two hours to get our food. It would be better to limit the menu to a couple of appetizers, salads, main entrees and desserts, to make the evening not as long. Thanks again for a wonderful experience. We will be back to travel with Trafalgar again!

Eco toursNational parks

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

San Jose, Tortuguero National Pa

San Jose, Tortuguero National Park, La Paz Waterfall, Tortuguero, Arenal Volcano, Monteverde, Liberia City

15% OFF TODAY

Duration8 days

From

USD 2,364

USD 2,018

Saving

USD 346

View Tour

Halloween Super Sales

Tour Costa Rica Fly & Drive - May 2027

Trip customizable

Best price guaranteed

With its compact size, exotic environment, unspoiled beaches, romantic culture, and wild natural landscapes, Costa Rica is the perfect destination to explore by car on a self-drive trip. This is the perfect opportunity to explore on your own with just the right amount of planned activities and free time. From San José to Manuel Antonio, drive and enjoy the most picturesque areas of the country. Visit the famous canals of Tortuguero and the beautiful beaches of the South Caribbean. Drive to the majestic Arenal Volcano, towering above the picturesque village of La Fortuna. Visit the world-famous Monteverde Cloud Forest and enjoy an included day pass of adventure activities to explore with. Finally, discover the beautiful beaches of Manuel Antonio and include a visit to the lush Manuel Antonio National Park, considered one of the most beautiful in the world thanks to the rich biodiversity of its jungle and sea coast.

Beach

Tour Type

Private Tour

Accommodation

Eco Lodge, Hotel, Lodge, Resort

Age Range

18-79 yrs

Operated in

English

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, Arenal Volcano National Park

Duration13 days

From

USD 2,610

USD 2,532

Saving

USD 78

View Tour

Halloween Super Sales

The Essence of Costa Rica: Pure Nature - May 2027

Trip customizable

Best price guaranteed

On this immensely popular 10-day vacation package, you’ll have the opportunity to visit the highlands of Costa Rica including tropical jungles, cloud forests, and even a visit to one of the most active volcanoes in the world, Arenal. Head from San Jose to the Osa Peninsula, a destination popular with eco-tourists due to its biodiversity and stunning beauty. There are a variety of exciting activities and excursions to do on the Osa Peninsula and it is a perfect place for all kinds of water sports such as swimming, diving,, and snorkeling in crystal clear Pacific waters. Start in Corcovado National Park where you can enjoy a full-day tour experiencing vibrant flora and fauna unseen in other parts of the world. There are even a few endangered jaguars in the park! Then stay on Cano Island before heading to the famed Arenal Volcano. Here, visit the hot springs and then choose one of three exciting excursions. After Arenal, enjoy some adventure activities and a few nights in the lush Monteverde cloud forest. This is an excellent itinerary for anyone who appreciates the generosity and beauty of nature. Book now!

Nature and bush walks

Tour Type

Group Tour

Accommodation

Eco Lodge, Hotel, Lodge, Resort

Age Range

18-79 yrs

Operated in

english, spanish

Destinations

San Jose, Arenal Volcano, Corcov

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

Duration10 days

From

USD 3,795

USD 3,681

Saving

USD 114

View Tour

All San Jose Tours in May 2027

Page 2 of 41 Trips in San Jose during May 2027 with 429 Reviews

Get a customized trip to San Jose in May 2027

Page 2 of 41 Trips in San Jose during May 2027 with 429 Reviews

Amazing Costa Rica Experience - May 2027

Costa Rica Nature Escape - May 2027

Costa Rica Adventure - May 2027

Costa Rica: Monteverde and La Fortuna - May 2027

Naturally Costa Rica - May 2027

Wellness Costa Rica - May 2027

Exotic Landscapes of Costa Rica - May 2027

Costa Rica: Rivers, Rainforest & Beaches - May 2027

Costa Rica Active Adventure - May 2027

Explore Tortuguero: The Amazon of Costa Rica - May 2027

Costa Rica Eco Adventure - May 2027

Costa Rica Nature Adventure - May 2027

Tour Costa Rica Fly & Drive - May 2027

The Essence of Costa Rica: Pure Nature - May 2027

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 2027

Page 2 of 41 Trips in San Jose during May 2027 with 429 Reviews

Get a customized trip to San Jose in May 2027

Page 2 of 41 Trips in San Jose during May 2027 with 429 Reviews