Talk it through
Complimentary30-minute call
What we’ll cover
- Destinations that suit your interests
- Your dates, budget, and travel style
- Our advice on where to begin
Working with Osaviva
From what if to wheels up
Escapes that connect you to place, purpose, and possibility
Personalized journeys, designed just for you
At Osaviva, we design custom journeys across Latin America and the Caribbean, bringing together regional expertise, responsible partnerships, and the people and experiences that make each place extra special.
Whether it’s a honeymoon under the stars, a desert and mountain odyssey, a multigenerational adventure through rainforest and reef, or a private island escape, we begin with you. Your interests, travel style, and preferences establish the framework; then we put all the building blocks in place. We arrange the stays, in-country transportation, guides, and experiences in your proposal, and coordinate the details with our local partners.
Our process starts with advice and continues through your return home. We'll be with you every step of the way.
Your ideas, our regional knowledge
Two ways to begin
Written itineraries
$75USD planning retainer
What you’ll get
- Two custom itineraries with pricing
- Ready within 7 business days of receiving your questionnaire and retainer
- Up to 3 modification requests in total
The $75 USD retainer covers the planning work and is nonrefundable. It’s credited toward your trip when you book. Once you choose an itinerary, we’ll confirm availability and secure your reservations with your booking deposit. Read the planning terms.
How we work
Planning made simple
Step 01
Tell us your ideas
Tell us where you’re dreaming of going, who’s coming, what you’re celebrating, your dates and how you like to travel. Start with a complimentary 30-minute call, or go straight to written itineraries.
You share the dream. We help you find the right starting point.
Step 02
We map the route
We match places, hotels and experiences to your brief, checking the season and the travel time between stops. Along the way, we explain the trade-offs, like a remote lodge worth the longer transfer or an extra night to slow things down.
A recommended route, stays and experiences, with the reasons behind each choice.
Step 03
Compare your options
Within seven business days of receiving your questionnaire and retainer, you’ll have two written, priced itineraries. Each one is laid out day by day, with everything that’s included.
Written, priced options to compare. Reservations follow once you book.
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Step 04
Make it yours
Swap a hotel, slow the pace, add a guided day or more time by the sea. Send your changes together, and we’ll adjust the plan and walk you through any price changes.
You review the plan before deciding to book, and we refine it until it's perfect.
Step 05
Confirm your trip
When it feels right, approve your itinerary and booking terms and pay your deposit. We then secure every stay, transfer and guide with our hotels and local partners.
The usual deposit is 30%. Your proposal sets out the applicable terms and payment dates.
Step 06
Prepare for departure
A further 20% is usually due 90 days before departure, with the final 50% and traveler details at 60 days out. Your proposal confirms the exact dates, including any adjustments for peak dates or late bookings.
Your final itinerary arrives 10–30 days before travel, followed by a pre-departure call.
Step 07
Travel with 24/7 support
Your itinerary gathers every arrangement and contact in one place, so you always know where to be and who’s meeting you. Osaviva and our local partners are on call 24/7 for anything urgent.
Support from people who know your trip and our regions, inside and out.
Step 08
Share your stories
Once you’re home, tell us about the guides, the stays and the days you’d happily repeat. Your feedback sharpens our recommendations and gives your next trip a head start.
Your experience guides the advice we give next.
"We even left a swimsuit in the first hotel in San Jose and they somehow summoned a group of pigeons to get it delivered to the next hotel in La Fortuna before we arrived."
Costa Rica
Unique options
"When comparing to other plans from companies we found they had unique options to stay on and they were priced very competitively."
A secret proposal
"Adrienne provided my fiancée and I with the perfect itinerary, ideal for a secret proposal."
The most perfect meal
"Highlights included the picnic and swimming at Big Rock, climbing the temple at Caracol, tubing and the most perfect meal at the organic garden."
Typical investment
What to budget for
Couples
$4,000–$15,000+ USD per person
A guide to planning your budget. Trips generally start at $4,000 USD per person.
Families
$3,000–$12,000 USD per person
A guide to planning your budget. Family trips generally start at $3,000 USD per person.
A little more background
Questions, people & possibilities
Your questions, answered
Read more about payments, flights, travel preparation, insurance, and support while you’re away.
Meet your planning team
Get to know the people behind your itinerary and the principles that guide our recommendations.
See a trip day by day
Browse a complete itinerary showing the stays, transfers, and guided experiences arranged for each day.
Trip inquiry