Your Personalized Costa Rica Adventure: Crafting Unforgettable Journeys
- Megan Grant
- Nov 6
- 6 min read
Embarking on a journey to Costa Rica is an invitation to explore a world teeming with color, warmth, and wonder. Between rainforest canopies, hidden waterfalls, and the gentle rhythm of pura vida, every moment offers something new to discover. At Cherish, we believe your travel experience should feel just as alive and personal as the destination itself.
Our approach is simple: we take your vision—the energy, pace, and purpose behind your trip—and turn it into an unforgettable, beautifully crafted adventure that’s entirely your own.
Discovering Your Dream Costa Rica Adventure
There’s a difference between seeing a place and experiencing it.
Scrolling “Top 10” lists may help you find where to go, but immersive travel lets you truly connect to the people, the culture, and even yourself.
Our personalized approach is designed for travelers who crave more than a checklist. Whether your ideal day includes hiking through a cloud forest, soaking in volcanic hot springs, or savoring fresh ceviche overlooking the Pacific, we help you uncover the soul of Costa Rica through a custom trip in a way that feels real, intentional, and deeply personal.
This isn’t just about customizing an itinerary: it’s about creating moments that change you.
The Advantage of Local Expertise & Cherish’s Approach
Costa Rica is a land of endless possibilities, and knowing where to begin can feel overwhelming. That’s where our network of vetted local travel experts come in.
Every Cherish destination is one our founder has personally explored. We’ve met the guides, stayed in the boutique hotels, and handpicked our partners to ensure they share our values of adventure, authenticity, and care. We believe in supporting local communities and women-owned businesses, so every detail of your trip benefits the people and places you visit. (Learn more about our approach to women’s tours).
Our planning style is hands-on and heart-led. We go beyond what’s easy to find online to uncover what’s truly unforgettable. Whether it’s kayaking at sunrise through Tortuguero’s canals, horseback riding along Guanacaste’s beaches, bird watching in Monteverde, or learning to make tamales from a local family, there’s plenty of opportunities for incredible bucket list moments.
Custom Group Trips to Costa Rica
At Cherish, our specialty lies in small, intentional group travel. We plan bespoke journeys for groups of six or more. Our trips are perfect for milestone celebrations, girls’ getaways, family reunions, or just a circle of adventurous friends craving something meaningful.
Whether your group dreams of going off-the-beaten-path or relaxing at an all-inclusive eco-retreat, we’ll craft custom trips to fit your vibe and your goals for connection. Every Costa Rica trip is designed to be seamless, stress-free, and completely unforgettable.
Costa Rica Travel Inspiration
From lush jungles to sparkling coastlines, each region of Costa Rica holds its own kind of magic. Here’s a (very brief) overview of the incredible regions:
Arenal & La Fortuna: Known for the iconic Arenal Volcano, this region brims with adventure. Think: hot springs, hanging bridges, ziplining, and whitewater rafting galore.
Monteverde Cloud Forest: A sanctuary for biodiversity and bird watching, where mist drifts through emerald treetops and every turn reveals a new sound or color.
Manuel Antonio: Combines pristine beaches with abundant wildlife. Here, you can soak up the natural beauty of turquoise coves framed by rainforest inside Manuel Antonio National Park (one of the most biodiverse protected areas in the country).
Osa Peninsula: Remote, raw, and rich in biodiversity, this is one of the most untouched places on Earth. The Osa is home to Corcovado National Park and is a haven for ecotourism, wildlife (sloths!), and soulful retreat experiences.
Tortuguero: Nicknamed the “Amazon of Costa Rica,” it’s perfect for boat safaris, sea turtle nesting, and quiet connection to nature.
Guanacaste: The sunniest corner of Costa Rica, perfect for wellness retreats, snorkeling, surfing, and beachside horseback rides.
Caribbean Coast: Vibrant and laid-back, known for Afro-Caribbean culture, reggae rhythms, and incredible scuba diving and coral reefs around Cahuita National Park.
San José & Central Valley: The cultural heartbeat of Costa Rica, full of art, coffee plantations, and historic architecture. San José often bookends your itinerary, offering a mix of vibrant city energy and easy access to nearby natural attractions.
By the way: you don’t have to choose just one region. If you’re planning a longer trip, Costa Rica makes it easy to see numerous parts of the country in one trip
No matter what draws you in, your Costa Rica vacation with Cherish will balance adventure and rejuvenation, community and solitude, structure and freedom.
Crafting Your Custom Costa Rica Vacation
Every trip we plan is unique, and so is the trip planning process. But the general flow follows a similar rhythm:
Understanding Your Vision: Initial Consultation
It all starts with a conversation. We want to understand what this trip means to you: what you’re celebrating, who you’re traveling with, and what kinds of experiences make you feel most alive. Maybe it’s a yoga retreat in the rainforest, or a mix of adventure and rest. Whatever it is, we start there.
Tailored Experiences: What We Offer
With your goals as our guide, we curate experiences that fit your rhythm. Think: guided wildlife hikes with local naturalists, farm-to-table dinners, hidden-beach picnics, or slow mornings at a spa listening to the sounds of the rainforest.
Every detail—from the pace of your itinerary to the style of your accommodations—is thoughtfully chosen to reflect your group’s interests and energy.
Seamless Planning: From Concept to Reality
Once the vision is set, we handle everything: accommodations, transfers, excursions, local hosts, you name it. Our goal is to make planning feel effortless, so you can focus on the joy of anticipation and the adventure that follows. This is also a win for budgeting: you’re able to see your total trip cost in one fell swoop so that you understand exactly how much your vacation costs (and what to set aside in your budget).
Our Commitment to Your Unforgettable Trip
Expert Guidance Every Step of the Way
From your first call to your flight home, our team is (digitally) by your side with thoughtful guidance and insider travel tips. We anticipate needs before they arise and ensure every moment feels supported.
Unwavering Support While You're There
We partner with trusted local teams who are available for any changes or needs that come up during your trip. Whether it’s a last-minute dinner reservation or a spontaneous detour to see baby sea turtles, we’ve got you covered.
Impactful Travel
Cherish is committed to ensuring your adventure leaves a positive impact on Costa Rica’s local communities and ecosystems. We work with eco-conscious providers, prioritize women-owned businesses, and design experiences that sustain both nature and culture.
With Cherish, you can travel confidently knowing your trip supports the people and places that make Costa Rica extraordinary.
Ready to Begin Your Costa Rica Journey?
Whether you already have a destination in mind or are just starting to dream, we’ll help you bring it to life. Book a free travel chat with our founder to start shaping your personalized itinerary. (Prefer email? Reach out to us via our contact form.)
Costa Rica Travel FAQs
How much does a Costa Rica vacation cost?
The price of your trip depends on your group size, travel dates, and level of accommodation. For comparison, our Signature Journey to Costa Rica (six days, five nights set departure group trip) starts at $2,195. Most Costa Rica trips with Cherish start around $2,000 per traveler for 5–7 days, with flexible payment plans available.
Is traveling in Costa Rica stress-free?
Yes! We handle all logistics (from lodging and transportation to local excursions) so your experience remains effortless and stress-free from start to finish.
What makes Cherish travel experts in Costa Rica? Our team and founder have personally visited every region we plan travel to, partnering with vetted local guides and boutique hotels. We combine firsthand insight with curated travel tips to ensure every detail is exceptional.
What activities can I do in Costa Rica? Popular activities include whitewater rafting, scuba diving, bird watching, yoga retreats, waterfall hikes, and visits to national parks. We tailor these experiences to match your interests and comfort level.
Why visit Costa Rica with Cherish?
When you visit Costa Rica with Cherish, you’re not just booking a trip—you’re supporting local communities, connecting with nature, and discovering the authentic heart of this stunning country through thoughtfully designed, Costa Rican experiences. Ready to adventure? Reach out today.
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