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Travel How I Travel... Caitlin Zaino Of Porter & Sail

How I Travel... Caitlin Zaino Of Porter & Sail

How I Travel... Caitlin Zaino Of Porter & Sail
By Kissa Castañeda
December 03, 2018
The CEO and co-founder of digital travel concierge Porter & Sail shares how technology can truly help us travel better

No matter how experienced a traveller one is, there will always be a need for expert advice be it from a curated guide, friendly local or an informed concierge. What if you had all of that right in your pocket? That epiphany is what drove Caitlin Zaino to establish Porter & Sail—a digital travel concierge that offers a new way of planning itineraries, booking stays and experiencing hotels. 

“Every industry has been completely disrupted by technology and when we looked into hotels, it was mind-blowing how it was decades behind. It was like 1999 in 2014. That became an incredibly exciting opportunity to define, create, and architect new experiences in a virgin space,” shares Zaino about the moment she realised she was onto something. Porter & Sail launched in New York in 2015, presenting itself as an answer to "how we travel now". Currently, it represents a roster of stylish properties including Nobis Hotel in Copenhagen and Warehouse Hotel in Singapore and has partnerned with Design Hotels to provide added value to their savvy members. 

(Related: Here Is Tatler's Pick Of The World's Top 10 Glamping Spots)

Arresting photos coupled with succinct writing make Porter & Sail a breeze to use
Arresting photos coupled with succinct writing make Porter & Sail a breeze to use
CEO and co-founder of Porter & Sail, Caitlin Zaino
CEO and co-founder of Porter & Sail, Caitlin Zaino

Porter and Sail aims to be a trusted travel companion that makes the most of technology’s nature—seamless, on-demand, connected. With the app, travellers can open the door to their hotel room, make a restaurant recommendation and book an Uber. Recognising the universal need for a single platform that centralises these tasks, it has recently expanded into Asia Pacific with an office base in Singapore. 

“We aim to replicate the Ralph Fiennes character (the conceirge) in Wes Anderson’s The Grand Budapest Hotel. It’s the concierge that takes you on his Vespa to hidden nightclubs or that opens the door to the coolest gallery in town. Those unexpected and authentic experiences are what anchor a journey and stay with you forever. If we can deliver that to every guest through our platform, then that’s a win," says Zaino. 

(Related: 5 Breathtaking Destinations To Add To Your Bucket List In 2019)

Nobis Hotel in Copenhagen is the picture of Scandinavian design perfection (Image: Courtesy of Porter & Sail)
Nobis Hotel in Copenhagen is the picture of Scandinavian design perfection (Image: Courtesy of Porter & Sail)

Last Trip?
Caitlin Zaino (CZ) Berlin to visit Design Hotels. I’ve been to the city a million times and always find something new to uncover. There’s a great energy there that’s always inspiring to tap into. 

Next trip? 
CZ Switzerland to visit family and ski.

What do you love most about travelling? 
CZ Hotels… and I’m not just saying that to be on brand. I love someone else making my bed, I love toiletries, I love an excessive amount of pillows. Nothing is more relaxing than hotels for me. It’s a chance to live the life I want.  

Most memorable travel experience? 
CZ Breaking fast during Ramadan with hotel staff on the roof of a riad in Marrakech with the sound of prayer bellowing through the city. It was beautiful and spiritual and so ingrained in that place. It was a glimpse into a culture I hadn’t known before.

(Related: The Lowdown On The Longest Flight In The World—New York To Singapore On Singapore Airlines)

The eclectic interiors at The Old Clare Hotel in Sydney (Image: Courtesy of Porter & Sail)
The eclectic interiors at The Old Clare Hotel in Sydney (Image: Courtesy of Porter & Sail)
A spacious suite at London's Town Hall Hotel (Image: Courtesy of Porter & Sail)
A spacious suite at London's Town Hall Hotel (Image: Courtesy of Porter & Sail)

And the worst? 
CZ I was recently kicked-off a Delta flight for a bogus and erroneously applied safety issue. I was traveling in business class with my toddler son, alone and pregnant, and I was told I had to move to economy due to an infant safety issue. I opted to get off the plane, only to then learn there was no FAA restriction on flying with an infant-in-arms in business class. I was rebooked—in business—on a much later flight. My luggage was 24 hours late, my son got sick, I lost my ID, and the rest of the trip was a total bust.

One place you’d visit over and over again? 
CZ The South of France.   

Three things you always travel with: 
CZ Molton Brown, my Macbook, and a sleep mask.

(Related: Is Languedoc The New Bordeaux In France?)

The hip Katamama in Bali is one of the latest additions to Porter & Sail's roster of member hotels (Image courtesy of Porter & Sail)
The hip Katamama in Bali is one of the latest additions to Porter & Sail's roster of member hotels (Image courtesy of Porter & Sail)

What do you normally read on the plane? 
CZ Work... or the New York Times, when available.

Favourite travel companion?
CZ My son, Julien. He’s totally down for anything and it’s all wildly exciting for him.  

Your best travel tip...
CZ Plan in advance so you don’t miss out on the extraordinary spots that you need to dig a bit deeper for, but then leave enough free time in your itinerary to find the unexpected. 

Any tips on overcoming jet lag? 
CZ No alcohol on the flight, drink copious amounts of water, and get as much sleep that first day or night as you can muster. 

Porter & Sail has recently expanded to Asia Pacific with member properties in Tokyo, Bali, Phuket, Sydney and Singapore. For more information, visit their website

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Travel How I Travel Porter & Sail Porter and Sail Caitlin Zaino Design Hotels travel concierge digital travel concierge travel technology

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