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Canaves Oia Santorini

Canaves Oia redefined luxury accommodation in Santorini with its all-white minimalistic concept. The Chaidemenos family has transformed 17th-century caves, once used to store wine, into designer-chic luxury hotel rooms that are pure paradise.

SmartFlyer Exclusives

  • Upgrade on arrival, subject to availability
  • Full Breakfast daily for up to two in room guests
  • $100 USD equivalent Food & Beverage credit to be utilized during stay (not combinable, not valid on room rate, no cash value if not redeemed in full)
  • Early check-in/late check-out, subject to availability
  • Welcome gift: bottle of local Santorinian wine & fresh fruit
  • Complimentary Wi-Fi

The story of Canaves Oia begins in 1985 when Yiannis and Anna Chaidemenos transformed 17th-century caves, once used to store wine, into designer-chic luxury hotel rooms.

 

Canaves Oia redefined luxury accommodation in Santorini with its all-white minimalistic concept. Starting with just two caves, the hotel eventually expanded into an 18-rooms property, the go-to hideaway for romantic couples and newlyweds. Canaves Oia Suites soon followed.

 

Twenty five years after their parents opened the doors to first Canaves property, Markos and Alexandros Chaidemenos took over the reign and took the brand even further. The result have been nothing short of extraordinary, gaining an influx of media attention and eventually, international awards.

Update

Canaves Epitome opened its doors in May 2018 to rave reviews. Our agents love it for its location just outside the always-bustling Oia, in addition to having some of the chicest suites on the island perfect for families.
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City Guides

The Local's Guide to Nantucket

The preppy sister to Martha’s Vineyard, Nantucket is a summer spot beloved by New Englanders for its innumerable charms. A more relaxed pace of life on ACK sweeps over its...

CONTRIBUTED BY Kayla Douglas

Industry Intel

Why a $320k Around-the-World Private Jet isn't (That) Crazy

From the moment you step on-board, it’s clear that Abercrombie & Kent's Private Jet is no ordinary aircraft. For that matter, it’s no ordinary private jet either. If you're like...

CONTRIBUTED BY Erina Pindar

Travel Culture

The Roundup: Chic Hotel Boutiques

They say all things are better in moderation, but when it comes to retail therapy, we may have to beg to differ. So, when it comes to sourcing unique brands...

CONTRIBUTED BY Kayla Douglas

City Guides

St Barts Island Guide

An island notorious for drawing a discerning crowd, St Barts is a destination with no shortage of glamour.  There’s a reason that travelers return year after year, after all. But for...

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The St Barths Hotel Roundup

Whether you’re looking for a hillside romantic hideaway or a chic party scene, this island has it all and we certainly have our favorites.  From the Rockstar Villas over at...

CONTRIBUTED BY Erina Pindar

Industry Intel

In Pursuit of La Dolce Vita

Our insatiable love for Italy seems to grow stronger with each passing year, so, you don't have to ask us twice to plan our annual pilgrimage. This year, we kicked...

CONTRIBUTED BY Kayla Douglas

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10-Night Moroccan Adventure

From the chic shops of Marrakesh the sands of the Sahara Desert to the trendy eateries of Fes, a trip through Morocco is sure to engage all of your senses.

CONTRIBUTED BY Kayla Douglas

Industry Intel

Back of House with Christian Clerc

In the spirit of education, we invited six of our Rising Stars — top agents within their first three years as travel advisors — to attend a workshop in collaboration with...

CONTRIBUTED BY Kayla Douglas

City Guides

Toronto City Guide

Just a hop, skip and a jump from most East Coast gateways, we love that a visit to Toronto — affectionately nicknamed 'The 6ix' — will have you feeling like you're...

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City Guides

Cartagena: The Jewel of the Indies

Think: raw culture, the realest people, 85-degree weather year-round and the best food at your fingertips, day and night.  This is Cartagena. Reminiscent of a Latin NOLA, this city brings...

CONTRIBUTED BY Kayla Douglas

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Safari: East Africa Edition

An African Safari is a bucket list item for many families but the logistics and sheer breadth of experiences can be daunting. Expert advice is a must, and will make...

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Roadtrip Through the Cotswolds

For the traveler looking to experience the magic of England, the Cotswolds are a must-visit. You'll feel like you have jumped into the pages of a fairytale! Visit medieval villages,...

CONTRIBUTED BY Kayla Douglas

Industry Intel

SmartFlyer CORE: It's All About Relationships

As industry thought-leaders and natural-born trendsetters, Smarties take hospitality seriously. Our passion goes far beyond making a booking; instead, ensuring that our discerning guests depart their destination with a story...

CONTRIBUTED BY Kayla Douglas

City Guides

Catch a Buzz in Portland

As the city that's bred Nike, Stumptown Coffee Roasters and conveniently benefits from the decriminalization of marijuana in Oregon, it'd be easy to call Portland "chill." But that'd be totally...

CONTRIBUTED BY Kayla Douglas

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Two Weeks in Chile with Tierra Hotels

For travellers who love adventure or want to immerse themselves in nature while vacationing, exploring the contrasting landscape of Chile is a must. As someone who certainly fits the bill...

CONTRIBUTED BY Kayla Douglas

Industry Intel

Leave Your Passport At Home, We're Going to San Juan

A quick glance at a map of the Caribbean and sun-seeking travelers are left overwhelmed by dozens of options. And while there's a unique vibe to each destination, this fall,...

CONTRIBUTED BY Kayla Douglas

Travel Culture

Chasing Summer in October

With the fall equinox behind us, many East Coasters are swapping out their summer wardrobes in favor of chunky sweaters and suede shoes. But not everyone is so apt to...

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Travel Culture

An Insider's Guide to Mustique

From the moment the wheels touch down on Mustique, you feel the stress of everyday life washes away. At only 3 miles long by 1.5 miles wide, this Caribbean gem...

CONTRIBUTED BY Kayla Douglas

Travel Culture

6 Reasons to Plan a Family Trip to the Maldives Now

Many travelers (myself included, until recently!), categorized the Maldives as a romantic, couples-only destination, best for honeymoons, anniversaries, or once-in-a-lifetime milestone trips. While the destination is perfect for a romantic...

CONTRIBUTED BY Kayla Douglas

Travel Culture

Top Six Winter Family Getaways

With fall in full swing and temperatures starting to drop, now is the perfect time to start planning your next family vacation. Choosing where to take the kids can be...

CONTRIBUTED BY Kayla Douglas

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Mexico City & Puebla

Whether you’ve seen Mexico City restaurants featured in a foodie mag, heard your hipster friends talking about DF – short for Distrito Federal – or you’ve been inspired by photos...

CONTRIBUTED BY Kayla Douglas

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Multi-Generational Family
Travel to Europe

The increased demand for multi-generational family travel is a trend the travel advisor community simply can’t look away from right now. Often trips to celebrate milestone occasions, families of up...

CONTRIBUTED BY Kayla Douglas

Travel Culture

10 Reasons to Visit Brazil
Right Now

SmartFlyer agent (and resident foodie), Suzy Xiu, shares the top ten reasons you need to go Brazil...right this minute. You may know Brazil from its famous Carnival festival, or perhaps...

CONTRIBUTED BY Erina Pindar

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City + Country:
4-Nights in Ireland

Trip Notes: Duration: 4 nights, 5 days We Love it For: those looking for a combination of city vacation and a country getaway Trip Style: adventure + foodie Agent Notes:...

CONTRIBUTED BY Erina Pindar

Industry Intel

Virtuoso Travel Week:
Best of the Best 2018

At this year's 30th annual Virtuoso Travel Week, the SmartFlyer team gathered to support our hotel partners at the "Best of the Best" award ceremony. With ten categories and top-notch...

CONTRIBUTED BY Kayla Douglas

Industry Intel

SmartFlyer C.O.R.E.

This year we had our first annual meeting of the minds known as, SmartFlyer C.O.R.E. With a never-ending thirst for knowledge we’re never really ready to put down our books and...

CONTRIBUTED BY Erina Pindar

Industry Intel

The Peninsula Beverly Hills' Managing Director, Offer Nissenbaum

His affinity for raising the bar, excellent seafood and the early calm of The Belvedere's Terrace make for a very happy Managing Director at The Peninsula Beverly Hills. Known for...

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City Guides

Touch Down in Minneapolis

Minnesota is sure to show visitors that there’s so much to love in the city, no matter the season. With a dramatic riverfront skyline, three professional sports stadiums, art on...

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Industry Intel

Katherine Gass: Art Curator, The Beekman

The history, the architecture, the art, oh my. Katherine Gass, art curator at The Beekman weighs in on Jane Hammond's butterfly map of Manhattan, suitcases with running water and what makes...

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New Zealand: 9 Night Experiential Honeymoon

Planning the celebratory travel arrangements following the most important day of your life can be a daunting concept. We've saved you the hassle, so you can go ahead and close...

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24 Hours in Toronto

It was a girls weekend for a handful of our Smarties; personal shopping, high-end boutiques, world-renowned spa services and more make this twenty-four hour itinerary the ultimate treat-yourself getaway. Trip...

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City Guides

Park City: A Guide for All Seasons

"Come for Winter and Stay for Summer" is the unofficial motto for Park City, Utah where our own Terri Hill is based. Not only known for hosting the famous, Sundance...

CONTRIBUTED BY Erina Pindar

City Guides

Chicago with Jennifer Brody, Concierge at the Peninsula Chicago

Chicago is one of the most visited cities in the world, and one of our favorite's given it's rich amount of entertainment, art, and history. Jennifer Brody with The Peninsula...

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Travel Culture

The Art of Horticulture at Lowell Hotel's Majorelle

When Majorelle, the Lowell Hotel’s new restaurant opened earlier this year, there were high expectations especially with Charles Masson, previously of La Grenouille, at the helm. The restaurant has exceeded...

CONTRIBUTED BY Erina Pindar

City Guides

Austin Three Times

Austin is a cool city with a heart of rock and roll. There's so much to take in that we decided to tackle this guide three ways from our Austin-based...

CONTRIBUTED BY Erina Pindar

City Guides

Sweet Taste of Savannah

Southern cookbook author and personality behind, A Food-Inspired Life, Libbie Summers, gives us a taste of her home-town Savannah, Georgia. With signature ingredients like bourbon, butter & peaches it's hard to...

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City Guides

Ladies Weekend in Dallas

SmartFlyer agent and the Founder of The Simple Sol, and Dallas native, Taylor Madison drums up the perfect girls' weekend for the city she calls home. A small city with BIG...

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4 Nights Iceland Adventure

Despite it's cold, cold reputation, Iceland has quickly become one of the hottest destinations requested by our travelers.  So, we took this as a chance to scope out this glacial...

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Travel Culture

Cooking with Cavallo Point

If you've been following our trips lately, you'll know that we just spent some time in the beautiful Northern California. Our trip kicked off in beautiful San Francisco with Cavallo...

CONTRIBUTED BY Erina Pindar

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Biking Trip California Wine Country - Sonoma + Napa Valley Trip

Every year a handful of our tribe celebrate the art of itinerary building by spending a week together, discovering or in this case, re-discovering a destination. We call this trip...

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City Guides

Charleston With Erica Hanks

When talking about amazing destinations close to home, Charleston easily provides the answer for that quick and easy getaway, thanks to its beautiful hotels, gorgeous scenery, amazing food, and plenty...

CONTRIBUTED BY Erina Pindar

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Weekend Getaway to Belmond Maroma

The Belmond Maroma Resort & Spa  in the Riviera Maya is the perfect place to get away and do nothing but sit back and relax. The Maroma beach is gorgeous with...

CONTRIBUTED BY Erina Pindar

Travel Culture

Around the World with Belmond

Belmond Hotel Cipriani. The Venice Simplon-Orient-Express. Exploring the Burmese countryside en route to Mandalay aboard a luxury cruise ship. While each of these evoke the height of luxury travel, they’re often...

CONTRIBUTED BY SmartFlyer

Industry Intel

Skyjet's President, Greg Richman

Skyjet's President, Greg Richman goes in-depth on the world of private jet charters. We'll touch on Skyjet's clout from pioneering online booking for jets, their growing requests for charters to picking the...

CONTRIBUTED BY Erina Pindar

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22 Days of Adventure through Patagonia & Antarctica

Sparse in population but rich in adventure. You have 22 days to unearth this southern region of South America & Antarctica by horse, helicopter and vessel. From ritualistic dinners and...

CONTRIBUTED BY Erina Pindar

City Guides

Paris for The Little Ones

Paris has been on my radar my entire life, and between French classes and the classic American Girl Doll Grace Thomas (who goes to Paris to become a pastry chef) my girls...

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19 Days of Contrast in India

For the luxe traveler looking for a spiritual adventure, this India itinerary is a direct reflection of the country of contrasts. Courtney Beaver has you trekking through mountains to reach an unforgettable...

CONTRIBUTED BY Erina Pindar

City Guides

Los Angeles with East Six

A boutique design studio originally established in New York City, EAST SIX was founded in 2005 by Stacey Mui & Marina Marchisi. The two grew up together on Manhattan’s Upper...

CONTRIBUTED BY Erina Pindar

City Guides

Bali with Mira Suarsana

World traveler and Balinese local, Mira Suarsana knows a thing or two about exploring the island of the gods. We can't think of a better person to tap into for our...

CONTRIBUTED BY Erina Pindar

Travel Culture

Why Work With a Travel Agent?

Today anyone with an internet connection can book a flight and piece together an itinerary. So why work with a travel agent? Twenty-five years ago, SmartFlyer CEO Michael Holtz launched...

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Travel Culture

Why Work With a Travel Agent? A Client's Perspective

Today anyone with an internet connection can book a flight and piece together an itinerary. So why work with a travel agent? As part of our Why Work With a...

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Travel Culture

When Less is More: Exploring Peninsula Paris with Cuyana

This spring, we had the pleasure of collaborating with premium women's fashion brand Cuyana for their photo shoot at the elegant Parisian Palace hotel, The Peninsula Paris. [gallery columns="2" exsite="true" ids="3914,3913"]...

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12 Nights in Dreamy Morocco

Imagine palaces draped in colorful silks and seamless sand dunes that chase the setting sun. Bustling medina's and an overall assault to your senses. Lauren Saiger Machowsky has your mystical...

CONTRIBUTED BY Erina Pindar

City Guides

San Francisco with Cuyana's Irene Yuan

Irene Yuan, Director of Marketing for the effortlessly luxurious fashion brand, Cuyana, takes on San Francisco the fewer, better way. This laid back guide includes intimate wine bars like RobberBaron and unwinding...

CONTRIBUTED BY Erina Pindar

Industry Intel

Peninsula Hotels' VP, Marketing, Simon Yip

Peninsula Hotels started back in 1866 when the Kadoorie brothers decided to open up the luxury market in Shanghai, bringing light to the Peninsula motto, Timeless Luxury. The Peninsula Hotels...

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20 Days in the Himalayan Kingdom

For the traveler looking to get lost in a world unchanged by time, find your next discovery in the heart of the Himalayan Kingdom. With so much land and twenty days...

CONTRIBUTED BY Erina Pindar

City Guides

New York City With Compass' Robert Reffkin

Robert Reffkin is the Founder & CEO of tech-driven real estate platform Compass. Compass is a technology-driven real estate platform dedicated to creating a seamless and intelligent home buying, selling,...

CONTRIBUTED BY Erina Pindar

Industry Intel

Rosewood Hotels & Resorts' CEO, Sonia Cheng

With 16 new hotels in the works, Rosewood Hotels & Resorts CEO Sonia Cheng talks about the concept of “relationship hospitality” – the belief that true hospitality is about people...

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Incredible Iceland

Iceland is beautiful, quirky and adventurous all at the same time – it’s almost impossible to list the reasons why it’s worth a visit. It’s the type of place that can...

CONTRIBUTED BY Erina Pindar

Travel Culture

French Polynesia

Ryan and Heather Roth are one of those couples who exude style, and beautiful Bora Bora was a bucket list for this stylish couple. From SmartFlyer Agent, Amy Zebala: Bora Bora...

CONTRIBUTED BY Erina Pindar

Travel Culture

Le Royal Monceau, Raffles Paris

There's something undeniably romantic about finding yourself on Champs Elysees staring up at the iconic Arc de Triomphe in the heart of Paris. Conveniently enough, this picturesque ideal is merely...

CONTRIBUTED BY Erina Pindar

City Guides

London with The London Chatter

For this London edition, we look to The London Chatter's Kelly Eastwood, our go-to for the latest and greatest in London town. Kelly Eastwood was raised in East Africa, idyllically...

CONTRIBUTED BY Erina Pindar

City Guides

Sydney with Natalie Knoll

Sydney local and fashion aesthete Natalie Knoll of Bird & Knoll shows us what it means to enjoy the Aussie “Coastal Lifestyle.” The meeting of a fashion mind and a...

CONTRIBUTED BY Erina Pindar

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Trans-Siberian Journey

Looking for a cultural yet refined escape? Explore Russia and Mongolia on the storied Trans-Siberian Railway. Think Bolshoi ballet, caviar, and vodka. What's even better? Experiencing this once in a...

CONTRIBUTED BY Erina Pindar

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A Journey on the Mighty Mekong

I’ve never considered myself the type that would love a cruise – I mean, I always loved Julie McCoy on that iconic T.V show The Love Boat when I was...

CONTRIBUTED BY Erina Pindar

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Introduction to: Sri Lanka

With a nearly 3000-year history, Sri Lanka boasts a richly diverse cultural and natural landscape. The island's exploratory possibilities seem infinite - ancient ruins, rugged mountains blanketed in bright green...

CONTRIBUTED BY Erina Pindar

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Patagonia: Jeep Overland Safari

“Patagonia ... why would you want to go all the way to the end of the world?” asked my father-in-law, incredulously. “Why wouldn’t we?” I said. “Breathtaking landscapes, unforgettable excursions...

CONTRIBUTED BY Erina Pindar

City Guides

St. Louis with Kate Turner

Fried Chicken and jazzy late-night swing dancing is what this Insider has on her list of must-do’s!  Kate & Company’s own fabulous wedding planner, Kate Turner takes SmartFlyer's Betsey Brown...

CONTRIBUTED BY Erina Pindar

City Guides

Melbourne with Blue Stone Lane

Alex and Nick Stone, owners of Blue Stone Lane and Aussie natives take us to their favorite spots all over Melbourne, these Aussie insiders have you covered! Nick James Stone is a native...

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Ultimate Australia

Join our Michael Holtz as he takes us to the land down unda’ for a little bit of everything to get your full Aussie experience. Start nestled in the Blue Mountains...

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The North Pole

Get in touch with your inner explorer and join us on a voyage to the North Pole! SmartFlyer's Director of Leisure, Melissa Gulotta, shares ultimate arctic adventure that will serve you bragging...

CONTRIBUTED BY Erina Pindar

Industry Intel

Edition Hotels' Alexandra Withers

Edition Hotels marks the next chapter in the lifestyle hotel story. The new brand is conceived by Ian Schrager in a partnership with Marriott International. We sat down with Alexandra Withers,...

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