10 Best San Jose Multiday Tours in October 2027

Get a customized trip to San Jose in October 2027

Plan a multi-country or regional adventure across San Jose in October 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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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.

Costa Rica Adventure: Volcanoes, Jungles and Beaches - October 2027

(10 reviews )

Trip customizable

Best price guaranteed

I wanted to start by saying thank you so much for such a thorough, comprehensive plan for our stay in your lovely country. From the start of working with you, I felt as though everything was covered. Your itinerary to us was easy to read, easy to share, and filled with enough information to get us excited about the visit. Then, the pacing of the entire trip seemed to be a perfect fit for my family. I already foresee us returning to experience Costa Rica again, based solely on the trip you crafted for us. We are quite grateful.

AdventureNational parks

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-65 yrs

Operated in

english

Destinations

Manuel Antonio National Park, La

Manuel Antonio National Park, La Fortuna, Monteverde Cloud Forest Biological Preserve, San Jose, Arenal, Arenal Volcano, Monteverde, Manuel Antonio, Juan Santamaria

Duration9 days

From

USD 2,260

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Basic Costa Rica: Coastlines & Cloud Forests - October 2027

27% OFF TODAY

Super Sales

Basic Costa Rica: Coastlines & Cloud Forests - October 2027

(10 reviews )

No booking fees

Best price guaranteed

The timing, the excursions and activities, the restaurants, accommodations and travels were all so amazing, and there was never a dull moment. No wait I take that back. The dull moments is when we went to bed. I never wanted the day to end and I never wanted this trip to end. From the ceo to the new friends I made in our group, it was absolutely amazing. The wildlife, the beaches, the food, the parties, the home stay, I can’t even get started on the home stay. What a wholesome moment. The families were so sweet and welcoming. I wanted to thank G Adventures and I wanted to especially thank Aaron, our ceo for always being organized and making this tour educational and fun.

Wildlife

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Home-stay, Resort

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Nicoya Pen

San Jose, La Fortuna, Nicoya Peninsula, Montezuma, Puerto Viejo de Talamanca, San Carlos, Monteverde

27% OFF TODAY

Duration14 days

From

USD 1,499

USD 1,090

Saving

USD 409

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27% OFF TODAY

Super Sales

Central American Journey - October 2027

No booking fees

Best price guaranteed

Tropical cloud forests alive with jungle melodies and native wildlife, vast freshwater lakes and active volcanoes, historic cities and shared moments with locals – this pocket of Central America is a slice of paradise. On this 16-day Central American journey, take in all the must-visit spots like Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica. You’ll spot colourful birds and see how indigo dying works in Suchitoto, explore the World Heritage-listed ruins of Copan, stand in the shadow of mighty Arenal Volcano and spot sloths among the canopy of Monteverde. This adventure is perfect for those who like to experience a destination 'la forma natural' (the natural way).

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, Antigua, Granada, La F

San Jose, Antigua, Granada, La Fortuna, Leon, Monteverde Cloud Forest Biological Preserve, Arenal Volcano, Monteverde, Copan, Suchitoto, La Libertad, Granada

27% OFF TODAY

Duration16 days

From

USD 2,615

USD 1,902

Saving

USD 713

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Costa Rica Active Adventure - October 2027

27% OFF TODAY

Super Sales

Costa Rica Active Adventure - October 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

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12% OFF TODAY

Costa Rica Nature Adventure - October 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

12% OFF TODAY

Duration8 days

From

USD 2,364

USD 2,080

Saving

USD 284

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13% OFF TODAY

Super Sales

Best of Central America - October 2027

No booking fees

Best price guaranteed

Explore incredible worlds above and below the water through some of Central America's best on this 45-day adventure. Amble down the Yucatan Peninsula to the island paradise of Caye Caulker, then cut inland to the lush jungle around Tikal, cruise to the wide river Rio Dulce and end up among the clouds in Panajachel and Antigua. Continue to the relaxing beach vibes of the Pacific Coast of El Salvador, spot colourful birds perched on the historic facades of Suchitoto and explore the historic cities of Leon and Granada in Nicaragua. Stand in the shadow of mighty Arenal Volcano and spot sloths among the canopy of Monteverde, then admire the towns and steamy jungles of Costa Rice and Panama, stopping off at the stunning islands of Bocas del Toro. With plenty of moments to meet the locals and try the region’s varied cuisines, you can’t go wrong on this carefree Central American journey.

WildlifeCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Panama City, Playa Del Carmen, R

Panama City, Playa Del Carmen, Rio Dulce, Antigua, Quetzaltenango, Panajachel, Tulum, Copan, Suchitoto, La Libertad, Leon, Granada, Monteverde, La Fortuna, San Jose, Sarapiqui, Puerto Viejo de Talamanca, Bocas Del Toro, Caye Caulker, Boquete, Chitre, San Ignacio, Flores

13% OFF TODAY

Duration45 days

From

USD 7,390

USD 6,451

Saving

USD 939

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Super Sales

Amazing Central America - October 2027

No booking fees

Best price guaranteed

Get ready for a 27-day adventure through Guatemala, Honduras, El Salvador, Nicaragua, Costa Rica and Panama. From oceans teeming with marine life to tropical forests alive with jungle melodies, this pocket of Central America is truly a natural paradise. You’ll explore the intricately carved structures at Copan, the cloud forests of Monteverde and spend three nights in the island paradise of Bocas del Toro. Sample varied cuisines along the way during cooking lessons with locals, giving you a real insight into the heart and soul of Central America.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Panama City, San Jose, Antigua

Panama City, San Jose, Antigua, Monteverde Cloud Forest Biological Preserve, Puerto Viejo de Talamanca, Cahuita National Park, Granada, Monteverde, La Fortuna, Sarapiqui, Copan, Bocas Del Toro, Boquete, Chitre, Suchitoto, El Cuco, Leon

Duration27 days

From

USD 4,035

USD 3,914

Saving

USD 121

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The Essence of Costa Rica: Pure Nature - October 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

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32% OFF TODAY

Super Sales

Premium Costa Rica - October 2027

No booking fees

Best price guaranteed

Embark on thrilling adventure through Costa Rica’s rainforests, volcanoes and beaches, where wildlife waits around every corner. This nine-day Premium journey will see you uncover the local secrets of San Jose, explore the wild wetlands of Cano Negro, witness the biodiversity of Monteverde and search for sloths in Manuel Antonio. A local leader will take you beneath Costa Rica’s lush surface and show you the country at its very best. Costa Rica’s natural wonders have etched it a place on the map, but you’ll soon discover its cherished traditions and welcoming people are every bit as endearing.

Rainforest and jungle visits

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Monteverde

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

32% OFF TODAY

Duration9 days

From

USD 3,990

USD 2,709

Saving

USD 1,281

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13% OFF TODAY

Super Sales

Best of Costa Rica - October 2027

No booking fees

Best price guaranteed

Discover the country that encapsulates ‘pura vida’ (the simple life) on this 10-day exploration of Costa Rica. Perfect for all nature lovers and wildlife seekers, this trip will have you walking through the national parks of Arenal Volcano and Manuel Antonio for rainforest, waterfall and beach views and joining an Indigenous Terraba community to learn about local culture. Wander through the Monteverde Cloud Forest Reserve, filled with butterflies. Visit an organic family-owned farm producing some of the best coffee in the world. And search for the resplendent quetzal (and maybe a cheeky sloth, too) in Quetzles National Park, getting off the tourist trail with a local naturalist guide.

BeachTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Lodge, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Jose, La Fortuna, Monteverde

San Jose, La Fortuna, Monteverde, Manuel Antonio, Manuel Antonio, Copey District

13% OFF TODAY

Duration10 days

From

USD 3,040

USD 2,654

Saving

USD 386

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Super Sales

Central America Explorer - October 2027

No booking fees

Best price guaranteed

Dive into Central America on this 48-day adventure, bookended by two chaotic capitals and filled with fun, adventure and culture. Journey through Mexico, Belize, Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica on an adventure through the tantalising highlights of the region. Get acquainted with Central American cultures, spectacular landscapes and fascinating histories as you explore the wealth of ancient ruins, spot the range of unusual wildlife and relax on idyllic Caribbean shores. This is one of our longest adventures through Central America – a trip that zig-zags from the top of the Yucatan peninsula to the highlands of Costa Rica.

WildlifeCustom private toue

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Mexico City, San Jose, Palenque

Mexico City, San Jose, Palenque, Merida, Playa Del Carmen, Chetumal, Caye Caulker, San Ignacio, Flores, Rio Dulce, Antigua, Quetzaltenango, Puebla, Panajachel, Lake Atitlan, Copan, Suchitoto, Leon, Granada, Monteverde Cloud Forest Biological Preserve, Monteverde, La Fortuna, Oaxaca, Tehuantepec, San Cristobal De Las Casas

Duration48 days

From

USD 7,960

USD 7,721

Saving

USD 239

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Volcano Trail: Waves & Local Ways - October 2027

13% OFF TODAY

Super Sales

Volcano Trail: Waves & Local Ways - October 2027

(8 reviews )

No booking fees

Best price guaranteed

Super charged adventure.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel, Home-stay, Guest House, Resort

Age Range

18-39 yrs

Operated in

english

Destinations

San Jose, Antigua, Isla Ometepe

San Jose, Antigua, Isla Ometepe, Monteverde Cloud Forest Biological Preserve, La Fortuna, Copan, Roatan, Granada

13% OFF TODAY

Duration17 days

From

USD 1,499

USD 1,309

Saving

USD 190

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Super Sales

Central American Adventure - October 2027

(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, Quetzaltenango, Panajachel, Lake Atitlan, Suchitoto, Leon, Granada, Monteverde, Chetumal, La Fortuna, Caye Caulker, San Ignacio, Flores

Duration34 days

From

USD 4,480

USD 4,346

Saving

USD 134

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San Jose By Night walking city special dinner is included - October 2027

Trip customizable

Best price guaranteed

Get up close and personal with the nightlife in San Jose, starting with the Central Market, which, in our opinion, is the only way to learn about the city’s food (aside from eating it, which we’ll get to!). Stroll the market with your local guide and get to know the secrets and uses of the roots, herbs, and fruit common in local cuisines, including ingredients that will play a role in your authentic Costa Rican dinner later. The locals say that you can get anything you need at the Central Market, even love potions for attracting a boyfriend or girlfriend…wink. After the market, we’ll make our way down Central Avenue, enjoying a trip down San Jose’s memory lane, learning about the city’s history and anecdotes, as well as visiting one of the most architecturally beautiful buildings in San Jose, the National Theatre. From there, our appreciation for San Jose’s historical architecture continues, with a walk through Morazan Park to enjoy the Metallic Building, then on to Spain Park for a fantastic view of the Yellow House (now the Ministry of Foreign Affairs). We’ll continue to charming Barrio Amon, one the oldest neighborhoods in San Jose. Designed by Amon Fasileau, a Frenchman who settled in the area, it has become one of the most scenic parts of the city, boasting a rich, architectural history. We’ll be spending the rest of the evening at a favorite local restaurant that specializes in wine and gourmet food.

City sightseeing

Tour Type

Small Group Tour

Age Range

12-75 yrs

Operated in

english, spanish

Destinations

San Jose

Duration4 hours

From

USD 60

View Tour

All San Jose Tours in October 2027

Page 2 of 46 Trips in San Jose during October 2027 with 565 Reviews

Get a customized trip to San Jose in October 2027

Page 2 of 46 Trips in San Jose during October 2027 with 565 Reviews

Costa Rica Adventure: Volcanoes, Jungles and Beaches - October 2027

Basic Costa Rica: Coastlines & Cloud Forests - October 2027

Central American Journey - October 2027

Costa Rica Active Adventure - October 2027

Costa Rica Nature Adventure - October 2027

Best of Central America - October 2027

Amazing Central America - October 2027

The Essence of Costa Rica: Pure Nature - October 2027

Premium Costa Rica - October 2027

Best of Costa Rica - October 2027

Central America Explorer - October 2027

Volcano Trail: Waves & Local Ways - October 2027

Central American Adventure - October 2027

San Jose By Night walking city special dinner is included - October 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 October 2027

Page 2 of 46 Trips in San Jose during October 2027 with 565 Reviews

Get a customized trip to San Jose in October 2027

Page 2 of 46 Trips in San Jose during October 2027 with 565 Reviews