✨ Your travel experience in Costa Rica awaits!
We’re so excited to welcome you on this 7-night / 8-day getaway to the stunning jungle and Caribbean Coast of Costa Rica, thoughtfully curated for your group from October 16-23, 2027!
Every detail of this journey has been intentionally designed to support rest, connection, and meaningful experiences in the heart of the stunning Central American destination.
Your full itinerary is outlined below. Once you’re ready, you may reserve your spot directly through your exclusive booking page at any of the green buttons below.
Questions? Our team is always happy to support you at info@hollybakertravel.com.
Imagine a place where time seems to slow, where the gentle sway of palm trees matches the rhythm of the ocean waves, and where warm smiles greet you at every turn. From lush rainforests to golden beaches, this is a country that invites you to breathe deeply, savor the moment, and reconnect with yourself.
Welcome to Costa Rica, a destination of natural beauty and peaceful charm. With our team's thoughtful planning and trusted local partners, guests can enjoy this tranquil haven in comfort and community, knowing every detail has been carefully arranged for a truly meaningful journey.
Costa Rica is a peaceful escape, offering a perfect blend of natural beauty and gentle pleasures.
Beaches & Ocean Breezes: Relax on golden sands, watch the sunset over the Pacific, or enjoy the calm waters of the Caribbean.
Soothing Hot Springs: Unwind in naturally heated pools surrounded by lush greenery, a serene way to experience Costa Rica’s volcanic landscape.
Wildlife at Your Doorstep: Spot sloths, colorful birds, and butterflies in their natural habitats without needing to venture far.
Pura Vida Lifestyle: Embrace the country’s welcoming spirit, where simple joys create lasting memories.
Holly Baker believes the best travel experiences don't start when you board the plane. They start the moment you say yes. Through HB Hosted Journeys, Holly designs trips built around immersion over itinerary, connection over convenience, and the kind of unhurried moments that stay with you long after you're home.
With a calm, detail-oriented approach and a genuine love for thoughtful planning, Holly has guided couples, families, and groups through some of life's most meaningful adventures including honeymoons, milestone celebrations, and multi-generational trips. Her style is refined but never stuffy, personal in every detail, and always centered on how fully you experience a place rather than how much you see.
Trusted by her clients for her attentive service and strong relationships with the best hotels, guides, and operators around the world, Holly handles everything so you don't have to. When you travel with Holly, you show up. She takes care of the rest.
We thoughtfully select boutique, locally owned accommodations that reflect the heart and soul of each destination.
These stays are more than just a place to sleep, they're part of the travel experience. We thoughtfully choose accommodations for their authentic charm, personal touches, and connection to the local community. Your Costa Rica stay is designed to offer both comfort and character, so when you travel with us, you can feel at home while being fully immersed in the place you're exploring.
Tucked just minutes from San José downtown and the airport, your arrival hotel offers a welcome exhale before your adventure begins. Set within a lush garden property, the hotel blends classic Costa Rican warmth with thoughtful touches throughout.
Rooms are comfortable and well-appointed, with private bathrooms, cable TV, and pool views, all grounded in local hospitality and a rich family history.
Amenities: Complimentary Wi-Fi, Outdoor Pool, On-Site Restaurant & Bar, Coffee Shop, Garden Terraces, Free Parking, Tour Concierge Services, Air Conditioning
Each space is thoughtfully designed with hand-crafted furnishings, airy rooms, and authentic décor that reflects the property’s rich heritage. Staying here provides a tranquil connection to the local culture and environment, allowing guests to experience the warmth and charm of rural Costa Rica while enjoying refined comfort and attentive service.
Amenities: Complimentary Wi-Fi, Outdoor Pool, On-Site Restaurant, Coffee Bar, Gardens & Terraces, Ceiling Fans, Concierge Services, Event & Meeting Spaces
Perched steps from the black sand shores of Playa Negra, your beachside getaway hotel is one of Puerto Viejo's most beloved boutique properties. This family-owned estate is a gated, garden wrapped retreat that feels worlds away from the everyday. This is more than a simple hotel, it is a deeply personal experience down to every detail. The property offers a curated collection of private villas, suites, and two-bedroom homes, each designed with intention and care.
The atmosphere here is intimate and unhurried, with lush tropical grounds, a stunning pool, and the easy rhythm of Caribbean life just beyond the gate.
Amenities: Complimentary Wi-Fi, Outdoor Pool, Tropical Gardens, Private Patios and Decks, Concierge Services, Beachfront Access, Air Conditioning
Suggested Arrival Window: Any time prior to 5:00 PM local time. This gives you flexibility for your arrival and creates time to join a curated welcome dinner.
Arrival Details: Arrivals will be coordinated from Juan Santamaría International Airport in San Jose, Costa Rica (SJO)
Arrivals:
Arrive in San José, Costa Rica, where your driver will greet you at the airport. Take a leisurely drive to the nearby airport hotel for a 1-night stay.
Evening:
Spend a peaceful evening unwinding from your travels. Enjoy the serene grounds, take a stroll through the safe surrounding neighborhoods, or relax with a refreshing drink before gathering with your group for a casual welcome dinner at a woman-owned restaurant right on the hotel property.
Morning:
After a restful first night in San José, enjoy a leisurely breakfast before loading up for the journey to Turrialba. Your private driver will take you on a scenic route through the lush Cartago Province, with a special stop at Irazú Volcano, the tallest active volcano in Costa Rica. Stroll the crater viewpoints, breathe in the crisp mountain air, and take in the dramatic landscape before continuing on your way.
Midday:
A delicious lunch is included en route as you wind through the highlands toward the valley floor of Turrialba.
Afternoon:
Arrive at the stunning historic plantation-style home that has been converted into a luxury hotel. Settle into your beautifully appointed rooms and enjoy some downtime in the afternoon. Take a slow stroll through the estate’s manicured gardens, unwind by the pool, or simply sit on the terrace and soak in the surrounding volcano views. Your adventure has officially begun.
Morning:
Enjoy a leisurely breakfast at the hotel before setting off on a cultural and culinary adventure. At 9:30 AM, a private transfer will bring you to a nearby husband and wife owned cacao farm, where you will spend the day learning about one of Costa Rica’s most treasured crops.
Midday:
Discover the journey of chocolate from bean to bar. Participate in hands-on chocolate making, enjoy a locally prepared lunch, and connect more deeply with the history and traditions surrounding cacao.
Afternoon to Evening:
Return to the hotel around 2:00 PM. The afternoon into the evening is free for you to relax, or choose from an optional excursion to explore the area further.
Additional excursion options for the afternoon include: a guided horseback ride through the scenic countryside, a relaxing paddle boarding session on the nearby lake, a fun cocktail-making class, or a rejuvenating spa massage (additional cost per person).
Morning:
Begin the day with a nourishing breakfast at the hotel. The morning is yours to enjoy at your own pace.
Midday to Afternoon:
A short drive takes you to a nearby hot springs experience, where you’ll sink into naturally heated mineral pools surrounded by lush tropical greenery. This is the perfect way to unwind and rejuvenate your body and spirit before tomorrow’s journey to the coast.
Evening:
Come together as a group for an interactive cooking class with the executive chef of the hotel. Learn the secrets of traditional Costa Rican cuisine from a local chef, and share a meal you’ve prepared together.
Morning:
Rise to the peaceful sounds of the Turrialba valley for an optional morning yoga session. Breathe in the fresh mountain air and set an intention for the next chapter of your adventure. After breakfast, your private driver will guide everyone safely to the Caribbean coast.
Midday:
The scenic drive winds through lush rainforests and small towns as you make your way east. A delicious lunch stop is included along the way to fuel your journey.
Late Afternoon & Evening:
Arrive at your beachside getaway in Puerto Viejo in the late afternoon. Check in, breathe in the salty Caribbean breeze, and let the laid-back coastal energy wash over you. The evening is completely free for you to explore the area with curated recommendations or relax after the journey.
Morning to Afternoon:
Today is the day to make the adventure your own. Choose from a guided zip line adventure through the rainforest canopy or a kayak and jungle hike along the coast, both led by expert local guides and available as optional add-ons.
Prefer a slower day? Spend it on the beach or exploring Puerto Viejo's vibrant streets with curated recommendations from your travel team.
Evening:
The evening is open for you to continue to explore and have dinner right in the center of town. Savor the unique Afro-Caribbean flavors Puerto Viejo is known for, like fresh seafood, jerk seasoning, and tropical cocktails.
Morning to Afternoon:
Today offers one of the most meaningful experiences of your journey: a cultural immersion experience with the Bribri indigenous community. The Bribri are one of the oldest indigenous groups in Costa Rica, with a deep connection to the land and a rich living tradition. Led by community members, this experience offers a rare and authentic window into their way of life, rituals, and relationship with nature. It is an experience that will stay with you long after you leave.
Evening:
Gather together one final time for a special send-off dinner hosted by a local chef. Raise a glass to new friendships, shared adventures, and the memories you’ve made together. This is a night to celebrate each other and all the magic that brought you here.
Departure Details:
Departures will be coordinated from Juan Santamaría International Airport in San José, Costa Rica (SJO), via an early morning private regional flight from the Caribbean coast. This is a quick and seamless way to get back to the capital for your international departures home.
Morning:
Rise early for a final breakfast at the hotel before heading to the regional airstrip for your private flight back to San José. Upon arrival in San Jose, take a quick and seamless walk to the international terminal for in time for your departure.
Need Help Booking Your Flight?
Our team is happy to assist with recommended flight routes and connections. We’ll work with each guest to ensure a smooth, stress-free travel day.
Inclusions
Beautiful Boutique Accommodations in either a Shared Room or a Private Room
Dedicated Driver & Local Tour Guides for All Activities
Private Transportation between each Group Stopping Point and for all Excursions
Private Airport Transfers for Arrival and Departure to San Jose, Costa Rica
Regional Private Flight from the Caribbean Coast back to San Jose
Group Excursions in Costa Rica including:
Irazú Volcano visit
Hot springs experience
Traditional Costa Rican cooking class
Cacao farm tour with lunch
Morning yoga class
Bribri indigenous cultural experience
Send off dinner on the beach
Select Meals - Daily Breakfast, Welcome Dinner, 4 Lunches, Cooking Class dinner, and final send off dinner
Pre-trip planning support directly from our Founder and small, women-led team
Dedicated guest relations and support before, during, and after your trip
Exclusive private booking page and resource hub built for your trip
Thoughtfully curated travel resources tailored to Costa Rica
Optional Add Ons to Enhance the Guest Experience
Choice of afternoon excursion or spa treatment on October 18
Horseback Ride is $125 per person
Paddle Boarding is $100 per person
Cocktail Making Class is $70 per person
Spa treatment cost is dependent on the selected treatment
Choice of zip lining OR kayaking & jungle hike on October 21st
Zip lining is $150 per person
Kayaking & jungle hike is $100 per person
Additional Costs to Guest
Meals Not Mentioned
Personal Transportation During Free Time
Flights for Arrival to and Departure from San Jose, Costa Rica
Any Incidental Costs: personal shopping, souvenirs, etc.
Gratuities for Local Guides, Hotel Staff, etc.
Add on Activities Planned for you for an Additional Cost:
Horseback riding, paddle boarding, cocktail class, massage services, zip lining, kayak & jungle hike
Travel Insurance (Optional but Strongly Recommended)
Additional Nights Outside of the Outlined Itinerary. Trip extensions can be added before or after your travel dates - quoted per guest
Total price for the 7 night/8 day Costa Rica getaway.
$500 deposit to reserve your spot with up to 5 additional payments.
Private Room Priced per Person: $4,550
Shared Room Priced per Person: $3,995
Ready to make it official?
To reserve your spot on this trip, a deposit of $500 per person is due at booking. Simply click any of the buttons in this itinerary to check the remaining spots and packages available for the trip.
Spots are limited, so don't wait too long! As the inaugural HB Hosted Journey, we expect this one will fill up fast.
We're here to help make sure that your Costa Rica getaway is the best possible experience and completely stress-free! For any inquiries or assistance, feel free to reach out:
Email: info@hollybakertravel.com
Our team is available to assist with bookings, itinerary questions, and any general questions you may have. Let us help create the perfect travel memory for you!