Travel Advisor

Caryn Ruocco

She/Her

Expertise

Mexico,
France,
Italy,
Spain,
Portugal,
London,
Luxury Travel,
Family Travel

Based in

Chicago, IL

Travel Advisor

Caryn Ruocco

Profile details

About

Sharing my passion for travel and detailed planning so you can journey, adventure and explore the world! Go beyond…be a traveler, not just a tourist.

Travel style

I truly love all forms of travel… from luxury hotels to adventure, exploration and finding hidden gems along the way. Combining luxury and adventure is something I enjoy. Let’s get creative and allow me to plan your next adventure.

Caryn's travel guides & trip reports

Guide

Tales from Two Regions: A Luxury Journey Through Tuscany & Umbria

While the cypress-lined roads of Tuscany and the rolling hills of Umbria are iconic symbols of these parts of Italy, a new wave of luxury properties is popping up in these historic Italian regions....

The Eiffel tower towering over the city of Paris.

Guide

A Sojourn Through Paris

Paris has so much to offer each and every traveler. From its many museums, historical sights, amazing hotels and delicious food and drink, you are sure to find something to satisfy even the most...

Guide

A journey through Provence

Step into the heart of the Provencal villages, where narrow cobblestone streets wind their way through markets bursting with the flavors and aromas of fresh produce, artisanal cheeses and fragrant...

A small boat docked in a body of water with buildings on land in the distance

Guide

Ischia - A Hidden Gem of Italy

Ischia is the perfect destination to explore Italy without feeling like you are surrounded by tourists. Instead, it feels like you are truly surrounded by locals. It is beautiful, authentic and full...

VIEW ALL

Favorite hotels

Hôtel de Crillon, a Rosewood Hotel

Hôtel de Crillon, a Rosewood Hotel, epitomizes luxury and history in the heart of Paris, offering an exquisite blend of elegance, modern comfort and timeless charm.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Rosewood London

Sumptuous stay with one of the most beautiful bars in London — a hotel that’s hard to leave.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Rosewood Mayakoba

The most luxurious property in the Mayakoba complex, the Rosewood is emerged in deep green mangroves and serene emerald lagoons.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Las Ventanas Al Paraiso, A Rosewood Resort

One of Cabo’s finest, with its distinctive Baja design and complex of pools and alfresco common spaces overlooking the sparkling Sea of Cortez.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Monastero Santa Rosa Hotel & Spa

Retreat to a heavenly sanctuary perched on the cliffs of the Amalfi Coast, where history, serenity and indulgence converge.

Fora Perks

★
$100 hotel credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Les Roches Rouges

Pack your Breton stripes for a chic stay at this seaside boutique between Nice and St. Tropez.

Caryn's travel photos

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Caryn's reviews

Caryn was extremely helpful in helping us with booking our hotel Be Tulum, setting up coordination with the concierge service, and introducing us to a tour guide that took us on a Cenote tour - which was the best thing we did in Tulum!

Alyssa T.
Booked travel to Tulum
December 2024

ALWAYS responsive, efficient, friendly, warm, articulate, insightful and helpful; have booked many times through Caryn and will continue to refer new biz.

Tim L.
Booked travel to New York City
October 2024

Caryn was so kind to leave a gift for us upon arrival. All of the details were perfect!

Matt W.
Booked travel to Maui
September 2024

Deva S.
Booked travel to Scotland
September 2024

Get in touch with Caryn

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Caryn within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).