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.

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

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Recommended by

Halloween Super Sales

Rainforest, volcano and beach - May 2027

Trip customizable

Best price guaranteed

Embark on a leisurely journey through Costa Rica's most iconic national parks: Tortuguero and Manuel Antonio national parks. This privacy-focused trip allows ample time for exploration while ensuring you don't miss out on the natural wonders each destination offers. Begin in Tortuguero, a remote paradise dubbed the "Amazon of Costa Rica." Here, immerse yourself in lush rainforests, winding waterways, and pristine beaches. Witness the nesting of endangered sea turtles, a rare spectacle found in few places around the globe. Next, head to Manuel Antonio National Park, known for its breathtaking beaches and abundant wildlife. Explore the trails of park, where monkeys swing through trees and colorful birds soar overhead. Relax on tranquil coves or venture into azure waters for a refreshing swim. Throughout your journey, enjoy the freedom to explore at your own pace, ensuring a truly unforgettable experience filled with privacy, tranquility, and the beauty of Costa Rica's national parks.

Trekking and HikingVolcanoes

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

English

Destinations

Manuel Antonio National Park, To

Manuel Antonio National Park, Tortuguero National Park, Arenal Volcano, San Jose, Tortuguero, Arenal, Manuel Antonio

Duration9 days

From

USD 2,153

USD 2,088

Saving

USD 65

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Halloween Super Sales

Costa Rica Adventure - May 2027

(1 review )

No booking fees

Best price guaranteed

Just finished my Costa Rica Trip and had the best time ever!! If you are considering it DO IT!!! I’ve been on many many group tours and this was by far the best I have done to date! The group leader - Elmer, honestly made the trip and just went above and beyond in every possible way to ensure we were having a good time! Will definitely be booking another Intro trip soon as it was the best two weeks ever!

Hot springsWalking

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

San Jose, Esterillos, Manuel Ant

San Jose, Esterillos, Manuel Antonio National Park, La Fortuna, Arenal Volcano, Rincon de la Vieja Volcano National Park, Playa Samara

Duration13 days

From

USD 2,199

USD 2,133

Saving

USD 66

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Costa Rica To Panama: Surf, Treks & Starry Skies - May 2027

13% OFF TODAY

Halloween Super Sales

Costa Rica to Panama: Surf, Treks & Starry Skies - May 2027

No booking fees

Best price guaranteed

Ready to bounce from beach to jungle to crater town? This 13-day trip kicks off in Costa Rica and cruises into the wild beauty of Panama, where laid-back vibes meet epic adventure. Chill out on the Caribbean coast in Puerto Viejo, snorkel through starfish-studded waters in Bocas del Toro, and hike cloud forest trails to hidden waterfalls in Boquete. You’ll get up close with local culture, learn how chocolate is made from the source, and hang out in Valle de Antón — an actual town inside a volcanic crater. Wrap it up with a night out in Panama City, and you’ve got a Central American escape that’s anything but basic.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Panama City, San Jose, Valle De

Panama City, San Jose, Valle De Antón, Puerto Viejo de Talamanca, Bocas Del Toro, Boquete

13% OFF TODAY

Duration13 days

From

USD 1,199

USD 1,047

Saving

USD 152

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Halloween Super Sales

Volcanoes Adventure - May 2027

Trip customizable

Best price guaranteed

Immerse yourself in the essence of Costa Rica on this exciting 9-day journey that will take you to explore the natural beauty and majesty in the surrounding areas of four of the country's most prominent volcanoes: the imposing Irazú Volcano in Cartago, the majestic Arenal Volcano in La Fortuna area, thee intriguing Rincón de la Vieja Volcano in Guanacaste, and the famous Poás Volcano. Get ready to embark on this adventure as you enjoy the landscapes full of biodiversity that only Costa Rica can offer. In this volcano adventure trip, you will have the opportunity to visit some destinations with different volcano landscapes and hikes within the national parks.

Trekking and HikingVolcanoes

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

San Jose, Arenal Volcano, Rincon

San Jose, Arenal Volcano, Rincon de la Vieja Volcano National Park, Poas Volcano, Irazú Volcano, Arenal, La Paz Waterfall, Juan Santamaria

Duration9 days

From

USD 1,948

USD 1,890

Saving

USD 58

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Central And South American Adventure: From Costa Rica To Colombia - May 2027

13% OFF TODAY

Halloween Super Sales

Central and South American Adventure: From Costa Rica to Colombia - May 2027

No booking fees

Best price guaranteed

Phones charged and playlists queued — this 27-day journey is a full-on adventure through Central and South America that’s packed with wild nature, laid-back beach towns, and buzzing cities. Start in Costa Rica with the surfy chill of Puerto Viejo before heading into Panama’s hidden gems — think island time in Bocas del Toro, misty hikes in Boquete, and the crater village of Valle de Antón. Then go fully off-grid on the San Blas Islands, where Indigenous communities run the show and turquoise water meets white sand. After that, it’s Colombia time. Wander Cartagena’s colourful old town, trek through jungle trails to waterfalls in Minca, kick back in Santa Marta, and finish strong in Medellín with mountaintop views and a nightlife scene to match. From slow travel moments to fast-paced fun, this one’s got it all.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hostel, Hotel, Hut

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, Medellin, Valle De Ant

San Jose, Medellin, Valle De Antón, Panama City, San Blas Islands, Cartagena, Puerto Viejo de Talamanca, Minca, Palomino, Tayrona National Park, Santa Marta, Bocas Del Toro, Boquete

13% OFF TODAY

Duration27 days

From

USD 4,249

USD 3,709

Saving

USD 540

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Halloween Super Sales

EPIC CENTRAL AMERICA 40 DAYS - May 2027

No booking fees

Best price guaranteed

Volcanic eruptions, ancient Mayan heritage, the world’s second-largest barrier reef, and an abundance of wildlife – Central America truly has it all! Embark on our 40 day adventure through this natural wonderland, where you'll hike, snorkel, and indulge in the local food, plus some epic unique local experiences that will take you off the beaten path. From the lively streets of Mexico City to the palm-lined shores of the Yucatán Peninsula, one day you’ll be marvelling at towering volcanoes, and the next soaking up the sun and sea in beach towns. Oh, and did we mention you’ll be doing all this with an experienced group leader and an instant crew of new mates? The trip of a lifetime just got even better. The jungle awaits…

Local cultureHot springs

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

Mexico City, San Jose, Isla Holb

Mexico City, San Jose, Isla Holbox, Playa Del Carmen, Chichen Itza, Tulum, Bacalar, Caye Caulker, Hol Chan Marine Reserve, Flores, Tikal, Coban, Semuc Champey, Chichicastenango, San Juan La Laguna, Antigua, Acatenango, La Fortuna, Oaxaca, Arenal, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Manuel Antonio National Park, Tehuantepec, San Cristobal De Las Casas, Cancún

Duration40 days

From

USD 7,099

USD 6,886

Saving

USD 213

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32% OFF TODAY

Halloween Super Sales

One Week In Costa Rica - May 2027

No booking fees

Best price guaranteed

Calling all nature lovers, solo travellers and young adventurers! Spend a week in Costa Rica beginning in San Jose – the thriving urban centre with colourful markets, vibrant nightlife and spontaneous art fairs. Explore Monteverde’s Cloud Forest at your own pace, keeping your eye out for sloths and the elusive quetzal bird. Head to La Fortuna, shadowed by the immense Arenal Volcano, and enjoy free time to chase waterfalls and soak away your worries in the natural thermal hot springs. Explore Cahuita National Park with a hike and a swim, then enjoy some beach time on the Caribbean coast in Puerto Viejo. If you're lucky, spot sloths, hummingbirds, iguanas, monkeys, toucans, coatimundis, quetzals and racoons, then take a cooking class to learn the local cuisine. With a local leader with insider knowledge and a likeminded group of travellers – what better way to dive into Costa Rica?

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

San Jose, Monteverde, La Fortuna

San Jose, Monteverde, La Fortuna, Puerto Viejo de Talamanca

32% OFF TODAY

Duration8 days

From

USD 715

USD 485

Saving

USD 230

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Halloween Super Sales

CENTRAL AMERICA ADVENTURE - May 2027

No booking fees

Best price guaranteed

Volcanic eruptions, ancient Mayan heritage, the world’s second-largest barrier reef, and an abundance of wildlife – Central America truly has it all! Embark on our 30 day adventure through this natural wonderland, where you'll hike, snorkel, and indulge in the local food, plus some epic unique local experiences that will take you off the beaten path. One day you’ll be marvelling at towering volcanoes, and the next soaking up the sun and sea in beach towns. Oh, and did we mention you’ll be doing all this with an experienced group leader and an instant crew of new mates? The trip of a lifetime just got even better. The jungle awaits…

Hot springsNational parks

Tour Type

Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-55 yrs

Operated in

english

Destinations

San Jose, Playa Del Carmen, Coba

San Jose, Playa Del Carmen, Coban, Semuc Champey, Lake Atitlan, San Juan La Laguna, Antigua, Acatenango, La Fortuna, Chichen Itza, Arenal Volcano, Rincon de la Vieja Volcano National Park, Playa Samara, Esterillos, Manuel Antonio National Park, Tulum, Bacalar, Caye Caulker, Hol Chan Marine Reserve, Flores, Tikal

Duration30 days

From

USD 5,699

USD 5,528

Saving

USD 171

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Halloween Super Sales

A taste of the Caribbean - May 2027

Trip customizable

Best price guaranteed

This trip is a dreamy experience that will take you through the wonders of the Costa Rican Caribbean and will leave you breathless at every step of the way! Imagine immersing yourself in the vibrant energy of San José, the cosmopolitan capital that invites you to discover its cultural and gastronomic treasures. Then, get ready to delve into the tropical jungle of Tortuguero, where you'll come face to face with the majesty of sea turtles nesting on the beach and venture on exciting excursions through the lush jungle canals. But wait, there's more! In Puerto Viejo, you'll witness the unique fusion of Afro-Caribbean and Latin American cultures, while surrendering to the serenity of its white sand beaches and exploring the amazing biodiversity of the Gandoca Manzanillo Wildlife Refuge. This trip is much more than just a vacation; it's an opportunity to immerse yourself in the essence of the Costa Rican Caribbean, where adventure, nature, and culture intertwine in an exciting journey that will leave an indelible impression on your heart.

Trekking and Hiking

Tour Type

Independent Tour

Accommodation

Bungalow, Hotel

Age Range

1-79 yrs

Operated in

english, spanish

Destinations

Tortuguero National Park, Puerto

Tortuguero National Park, Puerto Viejo de Talamanca, San Jose, Tortuguero, Puerto Viejo De Sarapiqui, Gandoca

Duration8 days

From

USD 1,520

USD 1,474

Saving

USD 46

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18% OFF TODAY

Halloween Super Sales

Solo-ish Costa Rica - May 2027

(4 reviews )

No booking fees

Best price guaranteed

Excellent trip with Gracie, I did things I never would have tried by myself such as rappelling down waterfalls and ziplining 1.5km. Saw some amazing wildlife and met some great people.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-100 yrs

Operated in

english

Destinations

San Jose, Manuel Antonio Nationa

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

18% OFF TODAY

Duration8 days

From

USD 1,499

USD 1,236

Saving

USD 263

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Halloween Super Sales

7 Days: Highlights of Costa Rica - May 2027

Trip customizable

Best price guaranteed

Embark on a captivating journey through Costa Rica's diverse landscapes and vibrant culture with this meticulously crafted itinerary. Begin your adventure with a private transfer from Juan Santamaria International Airport to your hotel in San Jose, where you'll receive a warm welcome and an introduction to the country's rich heritage. Explore Costa Rica's cosmopolitan capital, San Jose, home to bustling streets, iconic landmarks, and a myriad of gastronomic delights. Next, venture into the misty cloud forests of Monteverde, where exhilarating horseback riding tours and guided walks through the renowned Monteverde Cloud Forest Reserve await. Immerse yourself in the breathtaking natural beauty and abundant wildlife of this verdant region. Continue your journey to Manuel Antonio, a paradise of unspoiled beaches and lush rainforests. Spend your days snorkeling, hiking, or simply basking in the sun-kissed tranquility of this coastal haven. With a variety of optional tours available, including mangrove boat tours, horseback riding adventures, and guided walks through national parks, there's something for every adventurer to enjoy. As your unforgettable Costa Rican odyssey draws to a close, bid farewell to this enchanting country and its warm-hearted people with a private transfer back to Juan Santamaria International Airport for your departure. Prepare to be captivated by the beauty, biodiversity, and boundless adventure that await you in Costa Rica.

AdventureTrekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

english, spanish

Destinations

San Jose, Manuel Antonio Nationa

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

Duration7 days

From

USD 2,230

USD 2,163

Saving

USD 67

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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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Halloween Super Sales

Costa Rica Short Break: La Fortuna - May 2027

No booking fees

Best price guaranteed

Explore some of the best spots in La Fortuna over this four-day Short Break adventure. See the national symbol of Costa Rica, the sloth, in their natural habitat, walk along the hanging bridges in Mistico Park with your local leader and join a tortilla-making class at El Fogon de Chela. See the Costa Rican jungle come alive at night on a guided outdoor walk and relax in the region’s natural hot springs.

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose

Duration4 days

From

USD 1,755

USD 1,702

Saving

USD 53

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Halloween Super Sales

Wild Costa Rica – Premium Adventure - May 2027

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

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All San Jose Tours in May 2027

Page 6 of 86 Trips in San Jose during May 2027 with 987 Reviews

Get a customized trip to San Jose in May 2027

Rainforest, volcano and beach - May 2027

Costa Rica Adventure - May 2027

Costa Rica to Panama: Surf, Treks & Starry Skies - May 2027

Volcanoes Adventure - May 2027

Central and South American Adventure: From Costa Rica to Colombia - May 2027

EPIC CENTRAL AMERICA 40 DAYS - May 2027

One Week In Costa Rica - May 2027

CENTRAL AMERICA ADVENTURE - May 2027

A taste of the Caribbean - May 2027

Solo-ish Costa Rica - May 2027

7 Days: Highlights of Costa Rica - May 2027

Panama: Craters, Coasts & Highland Mountains - May 2027

Page 6 of 86 Trips in San Jose during May 2027 with 987 Reviews

Costa Rica Short Break: La Fortuna - May 2027

Wild Costa Rica – Premium Adventure - May 2027

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All San Jose Tours in May 2027

Page 6 of 86 Trips in San Jose during May 2027 with 987 Reviews

Get a customized trip to San Jose in May 2027

Page 6 of 86 Trips in San Jose during May 2027 with 987 Reviews