10 Best San Jose Multiday Tours in May 2027

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Halloween Super Sales

Exclusive Family Expedition in Paradise - May 2027

(6 reviews )

Trip customizable

Best price guaranteed

My wife and I just returned from an amazing 11-day trip to Costa Rica. Yuliana helped us to put together a private tour designed specifically for us. No amount of time and effort would have let us do it ourselves. We were most interested in the landscape and animals, and our private driver was able to take us to fabulous sights. We stayed in unusual accommodations including a tree house in the jungle and a villa at the Arenal volcano. We recommend Yuliana and her agency very highly and also our wonderful guide and driver, Roy.

WaterfallsZip lining

Tour Type

Group Tour

Age Range

4-70 yrs

Operated in

english

Destinations

La Fortuna, Monteverde Cloud For

La Fortuna, Monteverde Cloud Forest Biological Preserve, Tamarindo Beach, San Jose, Tamarindo, Guanacaste, La Paz Waterfall, Monteverde

Duration11 days

From

USD 2,415

USD 2,343

Saving

USD 72

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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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All San Jose Tours in May 2027

Page 7 of 86 Trips in San Jose during May 2027 with 987 Reviews

Get a customized trip to San Jose in May 2027

Page 7 of 86 Trips in San Jose during May 2027 with 987 Reviews

Exclusive Family Expedition in Paradise - May 2027

Panama: Craters, Coasts & Highland Mountains - 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 7 of 86 Trips in San Jose during May 2027 with 987 Reviews

Get a customized trip to San Jose in May 2027

Page 7 of 86 Trips in San Jose during May 2027 with 987 Reviews

Exclusive Family Expedition in Paradise - May 2027

Panama: Craters, Coasts & Highland Mountains - May 2027