One local point of contact for the moving pieces of your celebration. Jenny and her small team in Tamarindo find the villa, build the schedule, book the chef, the boats and the transport, and give every guest a clear itinerary. Group and event planning starts at $1,500 and is customized to your group.
Who this is for
Groups of 15 or more travelling together on the Guanacaste coast: milestone birthdays, family reunions, bachelor and bachelorette weeks, company retreats, wellness retreats and wedding weeks. One person usually ends up organizing everything for everyone. This service takes that job off their hands and puts it with someone who lives here and books these vendors every week.
Celebrating with 8 to 14 people? Ask us for a custom quote. Smaller groups are usually best served by Full-Service Trip Planning.
What Jenny runs for you
Houses the team has visited in person, matched to your headcount, with arrivals, departures and group transport from Liberia planned around everyone’s flights.
A custom multi-day schedule with the big moments placed right: the celebration dinner, the boat day, the free afternoons. Every guest gets their own copy.
Private chef dinners at the villa, catering for the big night, cake, decor and entertainment coordinated with vendors we use ourselves.
Private catamaran days, sportfishing charters, surf lessons, ATV and wildlife tours, spa days at the villa, sized for a group and booked with operators who can handle one.
A master budget and payment tracker with every vendor, deposit and balance in one place, so the organizer always knows where things stand.
Every vendor reconfirmed before you land, high-priority communication throughout, and optional on-site coordination on the big days.
What it costs
Group & Event Planning
From $1,500 US dollars, customized to your group- Full accommodation and group logistics planning
- Custom multi-day group itinerary and event flow
- Activity, dining, wellness, entertainment and transportation sourcing
- Coordination across multiple vendors and service providers
- Guest arrival and departure and group transportation planning
- Private chef, catering, celebration and special-event coordination
- Master budget and payment tracker, vendor contacts and a guest-facing itinerary
- Pre-arrival vendor reconfirmation and high-priority communication
- Preferred partner rates with select PlayaCR vendors, when available
- Optional on-site coordination and extended in-destination support, from $350 to $500 per coordination day
The fee covers our time, research and coordination and is paid before planning starts. It is customized based on group size, trip length, number of vendors and events, logistics and the level of support you want. Every booking we make for the group is still at the operator’s price, with no booking fee, and PlayaCR may receive a commission from some local partners.
How it works
Tell Jenny about the group, the occasion, the dates and what you want it to feel like.
A simple proposal with the planning fee, a first look at villas and a draft flow for the week.
Research, bookings, vendor coordination and the budget tracker, with you approving each piece.
Every guest has the itinerary, every vendor is reconfirmed, and Jenny is one message away all week.
Frequently asked questions
Is booking still free if we pay for group planning?
Yes. The planning fee pays for Jenny’s time running the trip. Every villa, boat, chef and transfer is booked at the operator’s price with no booking fee added.
How far ahead should a group book?
Six to nine months for peak season (December through April) and for any villa that sleeps 15 or more, because there are only a handful on this coast and they go first. Green season groups can often be arranged in two to three months.
Can one villa fit 15 or more people?
A few can. More often a group takes two or three houses in the same gated community or on the same street, and we plan the week so everyone still eats, sails and celebrates together.
Do you handle the payments for everyone?
We build the budget and payment tracker and tell you exactly who owes what and when. Each vendor is paid directly at their price, so there is no markup hiding in a package.
What about weddings?
We plan the wedding week: villas, guest transport, welcome dinner, boat day and the after-party. For the ceremony and reception itself we bring in a local wedding planner we trust and coordinate with them.
We are only 10 people. Does this apply?
Ask for a custom quote. Groups of 8 to 14 usually sit between Full-Service Trip Planning and this service, and Jenny will tell you which one actually fits.
Tell us about your group
Dates, headcount, the occasion and what matters most. Jenny replies within 24 hours.
Plan your trip with Jenny
Tell us about your trip. We respond within 24 hours, often much faster.

