The holidays can be a whirlwind. But a Thanksgiving trip to Costa Rica is a chance to reset – together. Trade cold weather and crowded airports for warm Pacific breezes, gated beachfront privacy, and curated moments designed to bring everyone closer.
At Luxury Villas Hacienda Pinilla, the Thanksgiving season unfolds differently. Mornings begin with tropical fruit and coffee by your private pool. Afternoons might mean horseback rides, spa treatments, or snorkeling adventures with the kids. By sunset, the entire family gathers over a chef-prepared dinner – barefoot, relaxed, and grateful.
This is Thanksgiving reimagined. This is Hacienda Pinilla, where peace, privacy, and pura vida moments make the season and your holiday unforgettable.
A Thanksgiving Trip Without the Stress
Traveling during the holidays can be overwhelming – unless you stay with Luxury Villas Hacienda Pinilla. From the moment you book, your dedicated concierge helps you craft an effortless, personalized vacation.
We handle it all:
- Airport transportation and car rentals
- Pre-arrival fridge stocking
- Dinner reservations and private chefs
- Babysitting services or childcare
- Spa treatments, golf tee times, or private excursions
And if your group includes multiple families, we can arrange side-by-side villas or even multi-villa estates to keep you close, but comfortable.
Thanksgiving Meals, Costa Rica Style
It’s vacation. You shouldn’t have to lift a finger in the kitchen! While all our villas feature chef-ready kitchens, most of our guests prefer to leave the cooking to the experts. And we’re here to tell you, it’s your holiday – just the right time for indulgence.
Ask your concierge to arrange:
- Private chef for the week or just the big day: Whether you want a traditional Thanksgiving turkey or local dishes like grilled mahi-mahi with tropical salsa, everything is made to order.
- Custom menus: Work with our chef partners to design a dinner that reflects your family’s tastes – vegan, gluten-free, or pescatarian options available.
- In-villa services: Enjoy full restaurant-quality service at your own table, complete with flower tablescapes, linens, and other details. All you have to do is show up hungry.
- Housekeeping cleanup: The only thing worse than cooking the entire meal? Cleaning up every plate and serving dish! Thanks to your housekeeping staff (available at select villas), you can leave the cleanup to us.
Want something extra memorable? Ask about our beachfront picnic setups or al fresco dining under the stars.
Why Choose Hacienda Pinilla for Your Thanksgiving Trip?
Thanksgiving at Hacienda Pinilla isn’t just about escaping the cold. It’s about making space for presence. Instead of managing schedules and side dishes, you’re laughing with friends or watching your kids chase hermit crabs across a quiet beach. Instead of staring at the oven timer, you’re soaking in a villa jacuzzi with a glass of wine.
It’s luxury that feels effortless – and holiday memories that feel deeply personal. Here’s why so many families, couples, and groups of friends return year after year:
- Perfect weather: Late November falls at the cusp of green season’s end and dry season’s arrival – expect sunny mornings, cooler evenings, and lush landscapes.
- Private luxury: Our villas offer space to gather and space to retreat. Multiple bedrooms and living areas, gourmet kitchens, and oversized outdoor patios make it easy for everyone to feel at home.
- Curated experiences: From Thanksgiving Day feasts to beach bonfires or golf outings, every experience is planned just for you.
A Gated Community Designed for Togetherness
Set across 4,500 beachfront acres in Guanacaste, Hacienda Pinilla is more than a luxury resort community – it’s a destination in itself. Guests enjoy 24/7 gated security, miles of beaches, and access to exclusive amenities that make bonding easy and natural.
Whether you’re planning a multigenerational trip or Friendsgiving in the tropics, this is the perfect backdrop for shared experiences:
- Playa Avellanas, Langosta & Mansita: Spend the morning swimming or tide pooling, then break for fresh seafood at a beachfront restaurant.
- Hacienda Pinilla Beach Club: Lounge by the oceanfront infinity pool, book a beachfront massage, or enjoy cocktails while the kids play.
- 18-hole championship golf course: Tee off under the shade of giant Guanacaste trees, with views of rolling fairways and Pacific waves.
Want to stay active? Hacienda Pinilla also offers tennis and pickleball courts, hiking and mountain biking trails, and fitness classes like pilates and yoga.
Group Activities That Bring Everyone Closer
This Thanksgiving trip is your chance to reconnect – whether with loved ones you don’t see often, or friends you’ve known forever.
Here are some of our favorite group bonding activities available through your villa’s concierge. Because this year, you’ll have time to spare.
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Private Surf Lessons at Playa Avellanas
One of Guanacaste’s best-loved surf beaches is just minutes from your door. Book a private lesson for the whole family – Avellanas has breaks for every level, from beginner to advanced. Afterward, grab lunch at Lola’s under the palm trees.
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Horseback Riding at Sunset
Explore Hacienda Pinilla’s scenic ranch trails on a guided horseback ride through forests, meadows, and along the beach. It’s a peaceful, unforgettable way to experience Costa Rica’s landscapes together.
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Catamaran Cruise
Spend Thanksgiving Day on the water with a private catamaran tour. Snorkel hidden coves, sip cold drinks on deck, and watch the sun melt into the Pacific. Onboard catering can turn the day into your own floating feast.
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Beach Bonfire & Stargazing
End the day with your toes in the sand and stars overhead. Your concierge can arrange a private beach bonfire complete with marshmallows, s’mores, and local snacks – a favorite for kids and adults alike.
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In-Villa Spa & Wellness Day
For something more serene, schedule massages, facials, or yoga sessions right at your villa. The calm, private setting makes it easy to truly unwind.
The Villas: Space to Share, Room to Breathe
Each of our Costa Rica villas for rent is handpicked for style, privacy, and proximity to the best of Hacienda Pinilla. Whether you’re traveling with young kids, adult children, or multiple couples, we’ll match you with a home that fits your group perfectly.
Looking for something even more luxurious? Many of our Elite Villas include daily housekeeping, laundry service, and fresh breakfasts made just for your group.
Where to Stay:
Casa Serena
5 Beds | 5 Baths | 10 Guests
Casa Serena is a beachfront mansion welcoming you into a world of elegance and indulgence from the moment you arrive. A grand entrance over a bridge and koi pond sets the tone for the opulence within, where every detail has been carefully considered to create a stay that’s nothing short of extraordinary.
Step into the soaring great room, and you’ll be greeted by panoramic views of the Pacific Ocean and a jaw-dropping spiral staircase that seems to wind straight into the sky. It’s here, in this grand setting, that your vacation dreams take flight.
But it’s the little luxuries that really make Casa Serena stand out. With four independent bedroom suites, everyone in your group gets to enjoy the same level of comfort and privacy. And outside, the custom infinity pool is the perfect spot for soaking up the tropical sun, while the private sauna and spa room ensure that relaxation is always at your fingertips.
It’s not just about the stunning features, though. This home is ideally located, just steps from the sand, offering direct access to one of Costa Rica’s most beautiful beaches. Whether you want to take a long morning walk along the shore or spend your afternoons lounging poolside, Casa Serena delivers on every level. It’s where vacation fantasies become reality, and where your every need is met before you even have to ask.
Casa Hamacas
6 Beds | 6 Baths | 20 Guests
Infused with the energy of the sea, Casa Hamacas is the kind of place that bids you relax and enjoy the hammocks. That is the genesis of the name, naturally: Hamacas accent the dreamy hammock garden, which encompasses elegant swings and cozy hammocks and surrounds this private paradise of sleek lines, a Balinese-style rancho, gentle lighting, and decadent luxury.
And if “dreamy hammock garden” hasn’t already sealed the deal, know that this is only one magical element of Casa Hamacas’s overall setting: a tropical home to parrots and butterflies and hummingbirds, plus expansive outdoor entertainment, including dining, grilling, lounge furniture, and one of our favorite roofed patios in the country. Deal, sealed.
Indeed, Casa Hamacas strives to meet and then exceed every expectation. Recent remodeling has upgraded its gourmet-ready kitchen, six spacious bedrooms, and sleek design, which combine to define and exemplify Costa Rican tropical luxury.
Villa Alegria
6 Bedrooms | 6 Baths | 17 Guests
Introducing Villa Alegria, a luxurious retreat with a mini climbing wall, heated jacuzzi for 10, an expansive pool, and a fitness room, just a 5-minute walk to the beach!
Step into a sanctuary that transcends the definition of a home: Casa Alegria (the Home of Joy) is a fully solar-powered total retreat, where unforgettable Thanksgiving moments are curated and crafted. Graciously accommodating up to 17 guests, the villa’s pièce de résistance is its colossal pool. This is not your average pool; it’s a veritable aquatic kingdom that includes a 3x3m heated Jacuzzi capable of hosting at least 10 people, creating a complete and private pool party experience. But the marvels don’t end there…
At Villa Alegria, each master bedroom boasts a breathtaking pool view and its own balcony or petite terrace. Imagine waking up, sliding open the door, and immersing yourself in a paradise right at your feet. For our youngest guests, the children’s bedroom transforms into a play haven with three bunk beds, a mini climbing wall, and a mezzanine for epic sleepover adventures.
Villa Alegria isn’t merely a home; it’s a lifestyle. Staying at Villa Alegria means enjoying the beauty of Costa Rica without compromising your commitment to sustainability.
Need Help Planning Your Thanksgiving Trip to Hacienda Pinilla?
Did you know that when you book adventure, adrenaline, and the best Thanksgiving trip with Luxury Villas Hacienda Pinilla, you gain access to our full concierge services?
When you book, we’ll get in touch to help you plan all the details of your stay. Our job is to get to know you, so we can help you plan the trip and holiday of your dreams. Whether you just need help arranging transportation or would like a full itinerary – everything from your airport shuttle to a full trip’s worth of activities, private chef services, and golf cart rental – we’re happy to help.
Even better, our concierge services are always free. So, why wait? Get in touch and let’s get started!