Questions, answered.

We recommend a minimum of 3-6 months planning time before your departure whenever possible. The properties we work with are boutique properties, which means a lovely intimate experience for guests, but also means that there are fewer rooms available to book.

Still, if you only have a couple of weeks before your departure, don't worry! We can work around hotel availability and come up with an itinerary that meets your needs, regardless.

That’s perfectly fine, it's quite common! We’ll ask the right questions to uncover what excites you, and guide you toward the destination that best fits your style, interests, and season of travel.

We plan private, custom trips across Latin America and the Caribbean for couples, families, multigenerational groups, friends, and small private groups. We regularly plan honeymoons, anniversaries, milestone trips, family vacations, and journeys centered on wildlife, adventure, food, culture, or simply time somewhere beautiful.

Our trips range from a single-destination escape to more complex itineraries combining several regions or countries. We also work with travelers with special needs (mobility, dietary, religious, etc.), as well as  LGBTQ+ travelers seeking informed advice about where to stay and travel safely and comfortably.

We choose to specialize so we can give you advice with real depth. Focusing on Latin America and the Caribbean lets us build strong relationships with local partners and keep our knowledge of hotels, guides, routes, and seasonal conditions current. That means more specific recommendations, honest advice about the trade-offs, and better support when plans change. We only plan trips within this region because it’s where we can offer that level of expertise.

We’re not a big-box agency or an algorithm. We’re a boutique, human-driven company with deep regional knowledge and a passion for responsible, luxurious travel. Our clients come to us for thoughtful curation, seamless service, and the peace of mind that comes with having an expert in your corner.

We handle everything from the moment you reach out until you return home. That includes destination advising, itinerary design, booking of accommodations and experiences, expert recommendations, and on-the-ground support throughout your trip. We also build in thoughtful extras, whether it’s a bottle of wine in your room or a surprise dinner reservation.

Every Osaviva itinerary is custom built for the people taking the trip. We consider your dates, budget, interests, preferred pace, hotel style, activity level, and the experiences that matter most to you.

We then recommend the route, hotels, private transportation, guides, and experiences. Nothing is taken from a fixed package, and we explain the trade-offs when a request doesn't fit well into your trip.

You do not need to know exactly what you want before we begin. We're happy to help you narrow down the possibilities and figure out what matters to you.

We often book international flights for clients, or we can provide guidance on routes, timing, and airport options. For domestic flights within your destination, we typically include those in your itinerary where needed.

Of course. We love planning trips that are a bit outside of the box. We frequently tailor experiences to meet mobility needs, religious requests, dietary requirements, and other special needs.

Sustainability is central to how we travel. We prioritize properties and experiences that support local communities, protect natural ecosystems, and offer meaningful connections instead of mass-market tourism.

Your total cost includes all the elements outlined in your personalized itinerary typically accommodations, tours and activities, guides, in-country transportation, park entrance fees (though not always), and any special touches we’ve arranged. You’ll receive a clear breakdown before confirming.

All trips are different. For most trips, international flights, travel insurance, and most tips or gratuities are not included unless noted. We’ll flag any optional add-ons, such as spa treatments or premium room upgrades, so there are no surprises.

We accept credit card payments, or wire transfers to our bank account. There are no additional fees to pay via credit card, though international wire transfers may incur a cost (usually around USD $35-50, depending on your financial institution). Trip prices are quoted and charged in USD.

Yes. We’re happy to break your balance into multiple payments to make planning feel more manageable. Just let us know what works best for you.

We require an initial deposit (typically 30%, though this number varies for peak season over Christmas) to secure your accommodations and experiences. The remaining balance is typically split into one or two payments, with the final amount due 60 days before travel. We’ll confirm the exact schedule when you book.

Deposits are non-refundable, as they’re used to secure your reservations. However, we’ll always do our best to recover funds or offer flexibility where possible, especially if travel is disrupted by something beyond your control.

We cannot give price breakdowns due to the confidential nature of the contracted rates we receive from our partners. We can, however, give you a high level breakdown of the approximate amount spent in transportation, accommodation, and meals & tours.

We believe in transparency. Any mandatory fees or taxes will be clearly outlined in your quote. Our pricing is inclusive, so you’ll never be surprised with additional costs when you arrive.

We handle everything from the moment you reach out until you return home. That includes destination advising, itinerary design, booking of accommodations and experiences, expert recommendations, and on-the-ground support throughout your trip. We also build in thoughtful extras, whether it’s a bottle of wine in your room or a surprise dinner reservation.

We recommend packing as light as possible, mainly because most domestic airlines in Latin America have restrictive baggage policies (you can usually travel with more baggage than the allowed amount, but there is a cost). That being said, the specific requirements for your trip will vary depending on where and when you're traveling, so we provide all guests with a suggested packing list before your departure.

Requirements for travel visas vary depending on your nationality and your destination. We are unable to arrange visas on your behalf, but can provide you with resources to help you determine if visas are required for your travel. If you do require a visa, you can arrange it yourself, or through a visa processing company.

It is your responsibility to ensure that you have the appropriate vaccinations or medications needed for your trip. The only way to receive the most accurate, up-to-date travel health information is through your family physician or a specialist at a travel health clinic. Bear in mind that many vaccinations need to be given months before departure (and may require boosters) to reach full efficacy.

Yes. We offer around-the-clock support while you’re traveling. If something unexpected comes up, like flight delays, weather issues, or last-minute changes, we’re just a message or phone call away.