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Ultra Luxury Costa Rica Holidays 2024
Plan your dream Costa Rica holiday with the help of our expert Personal Travel Managers.
Plan your dream Costa Rica holiday with the help of our expert Personal Travel Managers.
Plan your dream Costa Rica holiday with the help of our expert Personal Travel Managers.
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MapFall in love with the place where time stands still. Costa Rica boasts peace, serenity and tranquillity that can’t be compared, offering everything you need for the luxury holiday of a lifetime.
This little slice of paradise is home to an abundance of majestic waterfalls, warm inviting lakes and jungle-fringed beaches. Mother nature welcomes you with open arms and offers magnificent views that are truly unbeatable.
Costa Rica boasts a vibe that is so laidback you’ll feel like you’re constantly floating on air. Leave all your stress and worries at home and immerse with the Ticos, the Costa Rican locals, who are at the heart of the island’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 spoilt 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 streets of Costa Rica. 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, 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.
WINGED BOOTS WISDOM
Costa Rica boasts a year-round summer with high temperatures from January to December. But, beware of the frequent downpours. Even in the dry season between December and April, the central highland areas are prone to rain during the day so make sure you pack a raincoat and a waterproof bag for your valuables.
Fall in love with the place where time stands still. Costa Rica boasts peace, serenity and tranquillity that can’t be compared, offering everything you need for the luxury holiday of a lifetime.
This little slice of paradise is home to an abundance of majestic waterfalls, warm inviting lakes and jungle-fringed beaches. Mother nature welcomes you with open arms and offers magnificent views that are truly unbeatable.
Costa Rica boasts a vibe that is so laidback you’ll feel like you’re constantly floating on air. Leave all your stress and worries at home and immerse with the Ticos, the Costa Rican locals, who are at the heart of the island’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 spoilt 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 streets of Costa Rica. 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, 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.
WINGED BOOTS WISDOM
Costa Rica boasts a year-round summer with high temperatures from January to December. But, beware of the frequent downpours. Even in the dry season between December and April, the central highland areas are prone to rain during the day so make sure you pack a raincoat and a waterproof bag for your valuables.
Fall in love with the place where time stands still. Costa Rica boasts peace, serenity and tranquillity that can’t be compared, offering everything you need for the luxury holiday of a lifetime.
This little slice of paradise is home to an abundance of majestic waterfalls, warm inviting lakes and jungle-fringed beaches. Mother nature welcomes you with open arms and offers magnificent views that are truly unbeatable.
Costa Rica boasts a vibe that is so laidback you’ll feel like you’re constantly floating on air. Leave all your stress and worries at home and immerse with the Ticos, the Costa Rican locals, who are at the heart of the island’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 spoilt 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 streets of Costa Rica. 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, 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.
WINGED BOOTS WISDOM
Costa Rica boasts a year-round summer with high temperatures from January to December. But, beware of the frequent downpours. Even in the dry season between December and April, the central highland areas are prone to rain during the day so make sure you pack a raincoat and a waterproof bag for your valuables.
Best Luxury Hotels
Best luxury
hotels in Costa Rica
- We've found 3 hotels in Costa Rica for you
- View All Luxury Hotels
- Stay in the heart of Costa Rica’s remote cloud forest
- Enjoy a choice of suites and villas with private heated whirlpools
- Discover Costa Rican cuisine made with organic farm-to-table ingredients
- Stay in the heart of Costa Rica’s remote cloud forest
- Enjoy a choice of suites and villas with private heated whirlpools
- Discover Costa Rican cuisine made with organic farm-to-table ingredients
Tours Available
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- World-class 18-hole golf course
- Luxury spa with specialised treatments
- Excellent facilities for children and teenagers
- World-class 18-hole golf course
- Luxury spa with specialised treatments
- Excellent facilities for children and teenagers
- Tours Available
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- Onsite nature guides that offer expert wildlife encounters
- Delectable dining options and adult-only tasting experiences
- All private pool accommodation heated from natural hot springs
- Onsite nature guides that offer expert wildlife encounters
- Delectable dining options and adult-only tasting experiences
- All private pool accommodation heated from natural hot springs
- Tours Available
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
Best Luxury Tours
Best luxury
tours in Costa Rica
- We've found 1 tours in Costa Rica for you
- View All Luxury Tours
2 Nts Costa Rica & 3 Nts Costa Rica
2 Nts Costa Rica & 3 Nts Costa Rica
- Two nights at El Silencio Lodge & Spa
- Three nights Nayara Tented Camp
- Three nights in Four Seasons Resort Costa Rica Peninsula Papagayo
- N
- Two nights at El Silencio Lodge & Spa
- Three nights Nayara Tented Camp
- Three nights in Four Seasons Resort Costa Rica Peninsula Papagayo
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Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- Two nights at El Silencio Lodge & Spa
- Three nights Nayara Tented Camp
- Three nights in Four Seasons Resort Costa Rica Peninsula Papagayo
- N
Extra Mile Guarantee
Our Extra Mile Guarantee
Our Extra Mile Guarantee
We appreciate every Winged Boots customer and to prove this we want you all to receive a very high standard of customer service when booking with us. Our Extra Mile Guarantee is just that. A promise that no matter the destination, whether it is your first or your hundredth time using Winged Boots, you will be treated like a VIP from enquiry through to departure and even when you return home.
David Ox, managing director- Dedicated personal travel managers
Each with a minimum of 10-years’ experience
- Complimentary event invitations
Meet the team at our annual shoot day, O2 London, a private dinner and more
- Transparent price
No hidden fees, quotation costs or admin charges
- The human touch
Just honest conversations with real people
- Out of hours contact
Via email, direct dial and even on Whats’App
- Concierge service
Celebrating? Let us know and we may surprise you
- Your holiday is protected
We're licensed by ATOL & ABTA
- We make it happen
Wherever, whenever, however and every time
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Costa Rica in a Nutshell
Soak Up The Culture
- 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.
Good to know
- TimeDifference: UTC -6
- Capital: San José
- Currency: CRC
- FlightTime: 11-hours from London
Best time to travel
Average Temperatures
Jan: 22°c  | Feb: 24°c | Mar: 24°c | |||
Apr: 25°c  | May: 24°c | Jun: 23°c | |||
| Jul: 23°c | Aug: 23°c | Sep: 23°c | |||
| Oct: 22°c | Nov: 22°c | Dec: 22°c |
Location map
Get in touch with our team of personal travel managers to start planning your trip
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