Tours and Trip Packages to San Jose in Winter
Traveling to San Jose in Winter? We offer 200+ tours, trips and vacation packages to San Jose in Winter. Our San Jose in Winter tour packages and trips have 1500+ customer reviews. All the San Jose Winter tour packages and trips are carried out by hand-picked, qualified local and international San Jose tour operators.
Page 2 of 72 Trips in San Jose with 867 Reviews
Most Popular
Classic Costa Rica - Winter tours
4
Costa Rica’s wild heart awaits on this Classic Costa Rica adventure trip—a 15-day exploration from lively San Jose to the misty Monteverde Cloud Forest and sun-kissed Pacific beaches. Perfect for those eager for easy-paced discovery, this small group tour immerses you in the country’s lush jungles, bustling farmlands, and pristine parks. Savor local hospitality with a homestay in Santa Rosa de Pocosol, where you’ll help prepare a traditional meal. Unwind in volcanic hot springs at La Fortuna, spot sloths and monkeys in Manuel Antonio National Park, and enjoy optional activities ranging from canopy walks to river rafting. The unique selling point? Authentic connection with Costa Rican culture and nature at every turn, ensuring your trip is as enriching as it is relaxed.
AdventureNational parks
Eco Adventure Trip in Costa Rica - Winter tours
4.9
I booked this trip for my daughter and me. She wanted action and adventure, every day, and this trip delivered. I was pleasantly surprised by the quality of the hotels. Much nicer than I expected, given the low cost of this to her. Most of the transportation was fairly high-quality as well. The bus too, and from the rafting was nothing fancy, but certainly nothing to worry about.
Be prepared to spend a little more time than you might expect in transit. That's a function of Costa Rican infrastructure. Lots of one lane roads means travel between cities can be really slow. But the scenery is gorgeous. If you just consider it part of the adventure, and enjoy it, it's not a problem.
I highly recommend this trip. It had everything we wanted.
Rafting
Costa Rica Adventure Family Holiday - Winter tours
5
As an ex trolley dolly I would consider myself a seasoned traveller used to travelling independently. Taking my 11 year old daughter on this trip of a lifetime gave me back my sense of adventure and has inspired her to globe trot. I met an American on a rickety boat in Thailand 20 years ago - he told me to visit Costa Rica as it was beautiful - well he was wrong, it is the most beautiful and magical country I have ever visited!!!!!!!!!!
WildlifeCruise
Cultural, religious and historic sites
Costa Rica & Panama Discovery - Winter tours
4
Looking to get beneath the surface of Central America? The 12-day 'Costa Rica & Panama Discovery' tour introduces you to the vibrant rhythms and hidden gems of Costa Rica and Panama, beginning in San Jose and winding down in Panama City. With a mix of included activities and free time, you’ll visit the indigenous Ngabe-Bugle community on Isla Popa, learn Caribbean cooking, spot wildlife on jungle walks, and even get a close-up look at the Panama Canal’s engineering marvels. Perfect for explorers drawn to culture and history, this tour package stands out for its access to off-the-beaten-path communities, offering authentic experiences rarely found on standard itineraries. All accommodation, meals, and transport are included, ensuring a smooth and engaging cultural sightseeing journey.
Cultural, religious and historic sites
Best of Costa Rica - Winter tours
4.7
Outstanding trip. Oldemar was our contact person and itinerary organizer. He did a phenomenal job. he took care of all the logistics and they were excellent. I would recommend this trip to anyone
National parksVolcanoes
Naturally Costa Rica - Winter tours
4.7
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
Cycle Nicaragua to the Panama Canal - Winter tours
4.6
An excellent way to explore Central America on two wheels—what a ride! I loved every segment of the tour. Just a heads-up: you’ll need more than basic cycling skills… and a truckload of grit. Some of the dirt roads, especially the downhills, are the kind that make you suddenly remember every loved one you’ve ever had. Definitely not for the faint-hearted.
About the hotels: a few of the one-night stays were… let’s say “character-building.” The stop in Turrialba in particular did not meet even basic standards. Explore, you can do better—please save future cyclists from that experience.
Now, about our tour leader, Mike. After ~15 tours across ~20 countries, I’ve finally had a tour led by a real pro athlete. And wow—what a difference. Mike’s professionalism, enthusiasm, ocean-level patience, and that trademark toothy smile made even the toughest (undualating😄）climbs feel manageable. He set the bar so high that my future tours may need oxygen just to reach it.
Absolutely recommended. And if you’re lucky enough to get Mike, prepare to have your expectations ruined—in the best possible way.
Active and outdoor
Raft, Hike and Explore Costa Rica - Winter tours
4
Craving excitement in the heart of Central America? The "Raft, Hike and Explore Costa Rica" tour is your ticket to seven days of pure adventure. This active journey is crafted for those who want more than just sightseeing: you'll whitewater raft through exhilarating rapids, trek volcanic landscapes, ride horseback along rainforest trails, and soar above the canopy on a zip-line. Each day is a chance to spot wildlife and immerse yourself in Costa Rica’s spectacular biodiversity.
Designed for young adults, spirited couples, groups of friends, and active families with teenagers, this trip balances energetic excursions with moments of relaxation, like soaking in soothing natural hot springs after a day of volcano hiking. The moderate physical activity level ensures a satisfying challenge for those who love to stay on the move.
The unique selling point? Direct encounters with Costa Rica’s wild side—few tour packages offer such a diverse range of adrenaline-pumping activities in one seamless itinerary. If you’re after an adventure trip that mixes nature, action, and authentic experiences, this Costa Rican escape is the one to beat.
RaftingTrekking and Hiking
Costa Rica Family Escape - Winter tours
5
We originally looked at booking the longer Costa Rica Family Adventure as we thought the Family Escape (at 7 nights) may be too much of a whirlwind. However, we liked the fact that there were less distances to travel (as the Family Escape does not include a visit to the Caribbean coast), and that there were more activities included, plus, on enquiry, we found out that on the dates we wished to travel the families booked onto this trip had children of similar ages to our own (16 and 12). We are so pleased we went for this option! From being met at the airport by our wonderful guide, Eduardo, and driver, Cesar, to being waved off as we boarded our transfer on the last day, we enjoyed every minute of our holiday!
Costa Rica is an incredible country and this trip gives you a sense of its diverstiy - from the volcanic landscape around Arenal, to the Cloud Forest at Monteverde, and the tropical beaches of Carillo. The mix of activities is great - from the high adrenaline rafting and zip wire course at Monteverde, to fascinating nature walks and wildlife spotting. The itinery is quite pacy - there are activities most days, however, you get at least 2 nights at each hotel (apart from in San Jose) so you do get chance to unpack a little and enjoy some downtime.
The hotels all offer something different: Los Lagos at La Fortuna is set in lush tropical gardens with its own resident crocodile and butterfly and insect houses. Plus, it has its own hot springs complete with water slides which our children loved. The Country Lodge at Monteverde is a little more basic, but charming, whilst the Nammbu Beachfront Bungalows are super stylish with spacious rooms and a stunning pool area.
Trekking and Hiking
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