Jaco Costa Rica at Sunset with a large group
GuidesAugust 28, 2026

Planning a Costa Rica Vacation for 20-40 People

Organizing a large group trip to Costa Rica involves specific considerations from lodging to logistics. This guide provides practical steps for planning a successful vacation for 20 to 40 guests.

Planning a trip for 20, 30, or 40 people requires careful coordination, especially in a foreign country like Costa Rica. The key is to manage expectations and logistics well in advance, addressing common challenges that arise with group travel. Please note that if you book at Casa Las Palmas, all of these planning logistics will become quite simple because your concierge will handle all of the arrangements.

Choosing Lodging for Large Groups

When planning for 20-40 people, a single, large private villa or estate is often more efficient and cost-effective than booking multiple hotel rooms. A private rental offers communal spaces for gathering, dining, and activities, which fosters group cohesion. Look for properties with a sufficient number of bedrooms and beds to accommodate your group comfortably. Consider locations that offer easy access to activities and amenities.

Casa Las Palmas, for example, is a 15-bedroom beachfront villa with 21 beds, sleeping 30+ guests comfortably. It provides dedicated amenities like a chef's kitchen and common areas for a group setting.

Collecting Money

Establish a clear financial plan early. Determine if costs will be split evenly or if individuals will pay for specific items. Use a shared spreadsheet to track payments and expenses. Consider using a group payment platform or assigning one person as the financial lead to collect funds via bank transfers or digital payment apps. Set payment deadlines, including deposits and final balances, and communicate them clearly to everyone.

Room Assignments

Room assignments can be a source of friction if not handled thoughtfully. Present a detailed floor plan or room list with descriptions, including bed configurations and any private bathrooms. Allow guests to express preferences, but be prepared to make final decisions based on group dynamics. Prioritize couples, families with young children, or individuals with specific needs (e.g., accessibility) first. Clearly communicate assignments before arrival.

Airport Arrivals and Transportation

Costa Rica's main international airport is Juan Santamaría International Airport (SJO) near San José. Most large groups arriving from North America will fly into SJO. Jaco is about a 90-minute drive from SJO.

For a group of 20-40 people, pre-arranging private shuttle services is essential. Relying on taxis or ride-shares for such a large group upon arrival is inefficient and can lead to delays. Book several vans or a small bus well in advance. Provide flight details to the transport company to ensure smooth pickups. Coordinate departure transfers similarly. If booking through a private villa such as Casa Las Palmas, you will be able to arrange all of these details with your concierge.

Meals: Private Chef vs. Restaurants

Feeding a large group three times a day can be complex. You have a few options:

Private Chef

A private chef is often the most convenient and relaxing option for large groups. The chef handles meal planning, grocery shopping, cooking, and cleanup. This allows the group to dine together at the villa on a customized menu, accommodating dietary restrictions. It also frees up time that would otherwise be spent on cooking or waiting at restaurants. This service can be arranged for all meals or for specific dinners.

Restaurant Dining

While Jaco offers various restaurants, accommodating a party of 20-40 often requires reservations, and multiple tables. This can split up the group and extend meal times. It also adds to transportation logistics if the restaurant is not within walking distance. However, dining out offers a chance to experience local cuisine and atmosphere.

Groceries

Even with a chef, you may want to stock your villa with snacks, drinks, and breakfast items. Assign a few individuals to manage grocery runs, or use a local grocery delivery service if available. Planning a master list beforehand can streamline this process.

Excursions and Activities

Research group-friendly activities suitable for a range of ages and interests. Popular options in the Jaco area include surfing lessons, zip-lining, catamaran tours, national park visits, and ATV tours. Book activities well in advance, as group slots fill up quickly. Negotiate group rates if possible.

Consider scheduling a mix of organized activities and free time. Not everyone will want to participate in every excursion, so offer choices.

Downtime and Relaxation

Balance scheduled activities with ample downtime. Provide opportunities for relaxation at the villa. A private pool, hot tub, and comfortable common areas are valuable. Encourage guests to spend time at the beach, read, or simply socialize. Having amenities like a steam room, sauna, or pickleball court available at the villa can cater to various preferences for relaxation or light activity.

Kids and Older Travelers

When planning, consider the needs of all age groups. For children, research activities appropriate for their age range and ensure the lodging is safe and kid-friendly. If required, investigate local childcare or babysitting services.

For older travelers, consider accessibility. Look for villas with elevators, ground-floor bedrooms, or minimal stairs. Ensure transportation is comfortable and easily accessible. Schedule activities that are not overly strenuous and allow for rest periods. Casa Las Palmas, for instance, includes an elevator.

Contingency Planning

Always have a contingency plan. This includes:

  • Emergency Contacts: Compile a list of all guests' emergency contacts, medical conditions, and allergies.
  • Local Assistance: Know the location of the nearest medical clinic or hospital. Have contact information for a local concierge or property manager who can assist with issues that arise. The concierge at Casa Las Palmas can assist with local arrangements.
  • Communication Plan: Establish a group chat (we recommend using Whatsapp for this) or email list for quick communication during the trip.

Example: 30-Person Costa Rica Trip

Here is a possible structure for a 30-person group trip to a destination like Jaco, based on a 7-day stay at a private villa:

ItemDetails
Guests30 people
Lodging15 rooms, 21 beds
Airport Shuttles3 private vans (SJO to Jaco, round trip)
Chef Dinners4 dinners (e.g., arrival night, two mid-week, farewell)
Excursion Days2 full days (e.g., zip-lining & waterfall, catamaran tour)
Free Beach Days1 full day for relaxation and independent activities
Meals (other)Daily breakfast prepared by chef, 3 restaurant dinners, self-serve lunches/snacks

This structure provides a balance of organized activities and free time, ensuring that the group can enjoy both planned experiences and spontaneous relaxation. For more detailed planning resources, refer to our guides on planning group travel to Costa Rica.

To check availability and pricing for a large group villa, see our /availability page. You can also explore our /rooms and /amenities or /contact us for assistance with your trip. For specific event planning, refer to our guides on weddings in Jaco or corporate retreats in Costa Rica.

Casa Las Palmas

A private 15-bedroom beachfront estate in Jaco for groups of 30+.

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