Ultra Luxury Costa Rica Holidays
This little slice of paradise is home to an abundance of majestic waterfalls, warm inviting lakes, and jungle-fringed beaches. Explore the vibrant Monteverde Cloud Forest, surf the waves at Tamarindo, or relax in the natural hot springs of Arenal. Mother nature welcomes you with open arms and offers magnificent views that are truly unbeatable.
Costa Rica boasts a vibe that is so laid-back you’ll feel like you’re constantly floating on air. Leave all your stress and worries at home and immerse yourself with the Ticos, the Costa Rican locals, who are at the heart of the country’s appeal. Feel like one of the family as they welcome you with open arms and make you want to stay forever.
Elegant hotels with five-star amenities, world-class cuisine, and brilliant facilities are in abundance in Costa Rica. Be spoiled for choice as you find the perfect place to rest your head and unwind after a day in the beaming Costa Rican sunshine. What more could you ask for?
Do you want to see more of this wonderful country? Put on your explorer’s hat and walking boots and take to the trails of Corcovado National Park or the streets of San José. This gorgeous Central American nation has so much to be discovered in the ways of authentic cuisine, striking hot springs, and adventure excursions galore. Ziplining through the canopy, white-water rafting on the Pacuare River, or spotting wildlife on a guided jungle tour, anyone?
Costa Rica is the perfect place to visit for a family getaway, a romantic honeymoon, or a chance to reconnect with yourself. Paradise is defined here, guaranteeing everyone who visits a holiday that won’t be forgotten in a hurry.
This little slice of paradise is home to an abundance of majestic waterfalls, warm inviting lakes, and jungle-fringed beaches. Explore the vibrant Monteverde Cloud Forest, surf the waves at Tamarindo, or relax in the natural hot springs of Arenal. Mother nature welcomes you with open arms and offers magnificent views that are truly unbeatable.
Costa Rica boasts a vibe that is so laid-back you’ll feel like you’re constantly floating on air. Leave all your stress and worries at home and immerse yourself with the Ticos, the Costa Rican locals, who are at the heart of the country’s appeal. Feel like one of the family as they welcome you with open arms and make you want to stay forever.
Elegant hotels with five-star amenities, world-class cuisine, and brilliant facilities are in abundance in Costa Rica. Be spoiled for choice as you find the perfect place to rest your head and unwind after a day in the beaming Costa Rican sunshine. What more could you ask for?
Do you want to see more of this wonderful country? Put on your explorer’s hat and walking boots and take to the trails of Corcovado National Park or the streets of San José. This gorgeous Central American nation has so much to be discovered in the ways of authentic cuisine, striking hot springs, and adventure excursions galore. Ziplining through the canopy, white-water rafting on the Pacuare River, or spotting wildlife on a guided jungle tour, anyone?
Costa Rica is the perfect place to visit for a family getaway, a romantic honeymoon, or a chance to reconnect with yourself. Paradise is defined here, guaranteeing everyone who visits a holiday that won’t be forgotten in a hurry.
This little slice of paradise is home to an abundance of majestic waterfalls, warm inviting lakes, and jungle-fringed beaches. Explore the vibrant Monteverde Cloud Forest, surf the waves at Tamarindo, or relax in the natural hot springs of Arenal. Mother nature welcomes you with open arms and offers magnificent views that are truly unbeatable.
Costa Rica boasts a vibe that is so laid-back you’ll feel like you’re constantly floating on air. Leave all your stress and worries at home and immerse yourself with the Ticos, the Costa Rican locals, who are at the heart of the country’s appeal. Feel like one of the family as they welcome you with open arms and make you want to stay forever.
Elegant hotels with five-star amenities, world-class cuisine, and brilliant facilities are in abundance in Costa Rica. Be spoiled for choice as you find the perfect place to rest your head and unwind after a day in the beaming Costa Rican sunshine. What more could you ask for?
Do you want to see more of this wonderful country? Put on your explorer’s hat and walking boots and take to the trails of Corcovado National Park or the streets of San José. This gorgeous Central American nation has so much to be discovered in the ways of authentic cuisine, striking hot springs, and adventure excursions galore. Ziplining through the canopy, white-water rafting on the Pacuare River, or spotting wildlife on a guided jungle tour, anyone?
Costa Rica is the perfect place to visit for a family getaway, a romantic honeymoon, or a chance to reconnect with yourself. Paradise is defined here, guaranteeing everyone who visits a holiday that won’t be forgotten in a hurry.
It’s unsurprising that Costa Rica is one of the most sustainable countries on the planet. Eco-friendly policies including 99% renewable electricity and 60% of all waste is recycled.
Sustainability Warriors
It’s unsurprising that Costa Rica is one of the most sustainable countries on the planet. Eco-friendly policies including 99% renewable electricity and 60% of all waste is recycled.
Swing from the treetops like our predecessors on ziplines, slide down the rapids with white water rafting and walk among wildlife on the rainforest floors. Mother Nature welcomes adventurers here.
Nature's Playground
Swing from the treetops like our predecessors on ziplines, slide down the rapids with white water rafting and walk among wildlife on the rainforest floors. Mother Nature welcomes adventurers here.
Swing from the treetops like our predecessors on ziplines, slide down the rapids with white water rafting and walk among wildlife on the rainforest floors. Mother Nature welcomes adventurers here.
Unique Dwellings
Have you ever soaked in a whirlpool in the middle of the rainforest? Or slept in a luxury tent elevated within the trees? The luxury accommodation offering in Costa Rica is truly spectacular.
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Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.
START A WHATSAPP CHATLuxury Costa Rica Hotels
Discover our handpicked selection of exceptional hotels and resorts
Luxury Costa Rica Hotels
Discover our handpicked selection of exceptional hotels and resorts
Nayara Tented Camp
Costa Rica, South America
Nayara Tented Camp offers an unparalleled glamping experience in Costa Rica's lush rainforest. Enjoy luxurious tents with private plunge pools, stunning views of Arenal Volcano, and exceptional service, all immersed in the beauty of nature.
Nayara Tented Camp offers an unparalleled glamping experience in Costa Rica's lush rainforest. Enjoy luxurious tents with private plunge pools, stunning views of Arenal Volcano, and exceptional service, all immersed in the beauty of nature.
Nayara Tented Camp offers an unparalleled glamping experience in Costa Rica's lush rainforest. Enjoy luxurious tents with private plunge pools, stunning views of Arenal Volcano, and exceptional service, all immersed in the beauty of nature.
Four Seasons Resort Peninsula Papagayo, Costa Rica
Costa Rica, South America
Discover the ultimate tropical escape at Four Seasons Resort Peninsula Papagayo, Costa Rica. Experience luxurious accommodations, pristine beaches, and world-class amenities, all sat adjacent to 1,400 acres of lush dry forest. Welcome to paradise.
Discover the ultimate tropical escape at Four Seasons Resort Peninsula Papagayo, Costa Rica. Experience luxurious accommodations, pristine beaches, and world-class amenities, all sat adjacent to 1,400 acres of lush dry forest. Welcome to paradise.
Discover the ultimate tropical escape at Four Seasons Resort Peninsula Papagayo, Costa Rica. Experience luxurious accommodations, pristine beaches, and world-class amenities, all sat adjacent to 1,400 acres of lush dry forest. Welcome to paradise.
El Silencio Lodge & Spa
Costa Rica, South America
El Silencio Lodge & Spa offers a serene escape in Costa Rica's lush cloud forest. This eco-luxury retreat features lavish rooms and suites, rejuvenating spa treatments, farm-to-table dining, and immersive nature experiences.
El Silencio Lodge & Spa offers a serene escape in Costa Rica's lush cloud forest. This eco-luxury retreat features lavish rooms and suites, rejuvenating spa treatments, farm-to-table dining, and immersive nature experiences.
El Silencio Lodge & Spa offers a serene escape in Costa Rica's lush cloud forest. This eco-luxury retreat features lavish rooms and suites, rejuvenating spa treatments, farm-to-table dining, and immersive nature experiences.
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Allow us to help you design your perfect holiday to Costa Rica
It's time for adventure in Costa Rica
Perfect for fun-loving families and adventure seekers, let's discover Costa Rica
The best active and adventure holidays around the world
From ziplining in Costa Rica to snorkelling in the Maldives, discover the best active and adventure holidays around the world
10 reasons to book with Winged Boots
You'll soon understand why we're a leading luxury travel specialist
Four Seasons Resort Peninsula Papagayo, Costa Rica
Discover the ultimate tropical escape at Four Seasons Resort Peninsula Papagayo, Costa Rica. Experience luxurious accommodations, pristine beaches, and world-class amenities, all sat adjacent to 1,400 acres of lush dry forest. Welcome to paradise.
Bajos del Toro, Arenal & Liberia, 9 Days
Embark on a nine-day Costa Rica adventure, combining outdoor fun and luxury. Match luxurious accommodation with adventurous activities including night walks, boat safari’s, sloth searching and cooking classes.
Winged Boots Interviews: Claire Baker, Luxury Concierge for Winged Boots
From reservations to romantic proposals, see how our dedicated personal experience team can add some extra sparkle to an already incredible travel experience.
How Winged Boots' luxury travel concierge can take your holiday to new heights
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Costa Rica in a Nutshell
Enter the spiritual and political world of Costa Rica at The Jade Museum, located in the centre of San José. The museum is set across five levels and features rare artefacts crafted by artisans to preserve the archaeological heritage of Central America. The building is also something to be marvelled at with stunning stone architecture and a smooth-as-glass-finish.
Museo de Arte Costarricense is one for the art buffs. This museum displays paintings, sculptures and mixed media of local Costa Rican artists in a beautiful contemporary gallery. Admission is free for guests to spend endless hours admiring the works of art.
Adventure Awaits
In the jungle, the mighty jungle you’ll find the Rainforest Adventures Costa Rica Atlantic Eco-Reserve, a place where guests can enjoy an afternoon of ziplining through the trees. Admire a bird’s eye view of the beautiful rainforest while getting your adrenaline fix. The zipline course features one of the longest and fastest in the country, perfect for watching the world flash before your very eyes.
Replace your normal morning walk with the Two Volcano Extreme Hike in La Fortuna. A professional guide takes you through the clouds to feast your eyes on epic views and take a dip in the natural hot springs.
Tastes To Try
For a special occasion in San José, head to Silvestre, a place that reinvents Costa Rican gastronomy using only the most local ingredients with minimal environmental impact. The seven-course tasting menu is carefully curated, and we recommend matching this with the Chef's Selection pairing option.
La Divina Comida serves contemporary Latin dishes in a spectacular setting. This is an ideal location to enjoy a romantic meal for two but reservations are essential as it’s a popular destination among both visitors and locals.
Enter the spiritual and political world of Costa Rica at The Jade Museum, located in the centre of San José. The museum is set across five levels and features rare artefacts crafted by artisans to preserve the archaeological heritage of Central America. The building is also something to be marvelled at with stunning stone architecture and a smooth-as-glass-finish.
Museo de Arte Costarricense is one for the art buffs. This museum displays paintings, sculptures and mixed media of local Costa Rican artists in a beautiful contemporary gallery. Admission is free for guests to spend endless hours admiring the works of art.
Adventure Awaits
In the jungle, the mighty jungle you’ll find the Rainforest Adventures Costa Rica Atlantic Eco-Reserve, a place where guests can enjoy an afternoon of ziplining through the trees. Admire a bird’s eye view of the beautiful rainforest while getting your adrenaline fix. The zipline course features one of the longest and fastest in the country, perfect for watching the world flash before your very eyes.
Replace your normal morning walk with the Two Volcano Extreme Hike in La Fortuna. A professional guide takes you through the clouds to feast your eyes on epic views and take a dip in the natural hot springs.
Tastes To Try
For a special occasion in San José, head to Silvestre, a place that reinvents Costa Rican gastronomy using only the most local ingredients with minimal environmental impact. The seven-course tasting menu is carefully curated, and we recommend matching this with the Chef's Selection pairing option.
La Divina Comida serves contemporary Latin dishes in a spectacular setting. This is an ideal location to enjoy a romantic meal for two but reservations are essential as it’s a popular destination among both visitors and locals.
Enter the spiritual and political world of Costa Rica at The Jade Museum, located in the centre of San José. The museum is set across five levels and features rare artefacts crafted by artisans to preserve the archaeological heritage of Central America. The building is also something to be marvelled at with stunning stone architecture and a smooth-as-glass-finish.
Museo de Arte Costarricense is one for the art buffs. This museum displays paintings, sculptures and mixed media of local Costa Rican artists in a beautiful contemporary gallery. Admission is free for guests to spend endless hours admiring the works of art.
Adventure Awaits
In the jungle, the mighty jungle you’ll find the Rainforest Adventures Costa Rica Atlantic Eco-Reserve, a place where guests can enjoy an afternoon of ziplining through the trees. Admire a bird’s eye view of the beautiful rainforest while getting your adrenaline fix. The zipline course features one of the longest and fastest in the country, perfect for watching the world flash before your very eyes.
Replace your normal morning walk with the Two Volcano Extreme Hike in La Fortuna. A professional guide takes you through the clouds to feast your eyes on epic views and take a dip in the natural hot springs.
Tastes To Try
For a special occasion in San José, head to Silvestre, a place that reinvents Costa Rican gastronomy using only the most local ingredients with minimal environmental impact. The seven-course tasting menu is carefully curated, and we recommend matching this with the Chef's Selection pairing option.
La Divina Comida serves contemporary Latin dishes in a spectacular setting. This is an ideal location to enjoy a romantic meal for two but reservations are essential as it’s a popular destination among both visitors and locals.
frequently asked questions
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next trip today
Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.