A Boutique Travel Advisory
Now dreaming of
Our Approach
Every trip begins with an idea. A place you've been dreaming about, an experience you want to share, or simply the feeling that it's time to go somewhere new.
We start by understanding what moves you, then bring together our expertise, trusted relationships, and thoughtful planning to create an experience that feels distinctly yours.
It starts with a conversation.
There will always be another reason to wait. We work with travelers who are ready to go, to experience somewhere new, follow their curiosity, and see where it leads.
We begin by getting to know you: how you like to travel, what you're drawn to, your pace, priorities, and what you want this particular journey to feel like. You don't need to have it all figured out. That's where we come in.
We turn possibility into a thoughtfully designed trip.
The best trips don't just take you somewhere new. They move you forward. Drawing on our expertise, firsthand knowledge, and trusted relationships around the world, we create a journey that's distinctly yours.
From hotels and private guides to memorable meals, local experiences, and the details in between, we thoughtfully connect the pieces. Together, we refine the itinerary until it feels right.
You go. We take care of the rest.
Life moves like a wheel, and the Ruota circle is intentionally left open because every journey is still unfolding.
Before you depart, we make sure every detail is in place. While you're away, you'll have trusted support when you need it, giving you the freedom to be present, explore, and leave a little room for the unexpected.
Every trip we design is highly personalized and requires thoughtful research, planning, and collaboration with our trusted partners around the world.
Our professional planning fees reflect the time and expertise that go into creating a seamless, one-of-a-kind travel experience. Fees vary based on the length and complexity of your trip and will always be shared with you before we begin.
Just need a hotel?
We can take care of that, too. Through our relationships with exceptional hotels around the world, we can help you find and book the right stay, often with preferred rates, amenities, and added benefits. Hotel-only bookings typically do not require a planning fee.
Your Journey in Motion.
Curated Inspiration
A small, deliberate collection. Each one chosen for what it changes in you, not how it looks on a checklist.
Group Travel
Small groups, big tables, shared momentum. The departures we're crafting right now: bring your people, or come solo and leave with new ones.
Coming February 2027Two cities, one unforgettable week with your favorite women, mezcal tastings, market mornings, rooftop dinners and the bougainvillea-draped streets of San Miguel at golden hour.
Blue Zone LivingSold OutA slow week in one of the world's Blue Zones, cooking with nonnas, walking shepherds' trails, swimming emerald coves, and learning how Sardinians turn lunch into a lifestyle.
Ride the Great PassesLegendary climbs, rifugio lunches and descents you'll replay for years, fully supported, unhurried, and finished each night with Alto Adige wine and a very long dinner.
Shopping & SisterhoodSix nights designed for women who love to shop, taste and wander: souk mornings with a local stylist, artisan collectives, hammam afternoons and rooftop dinners under the Marrakech sky.
About Me · The Person Behind the Wheel
(Why "ciao"? I'm a lifelong learner currently deep into Italian. It slips into everything, and honestly, I'm not sorry about it.)
I've spent my career on every side of a great journey: luxury hospitality and high-touch guest experiences, a multi-million-dollar wellness club in Manhattan, transformative travel at Canyon Ranch, and most recently representing some of the world's most exclusive hotels and destination experts. Ruota is where all of it comes together.
Based between New York City and the Berkshires, I bring decades of industry relationships and personal attention to every journey. When you write to Ruota, it lands with me and I can't wait to hear where you're dreaming of.
Jill
Begin Here
Tell us where your curiosity is pointing, and a real human who designs extraordinary travel will reply within 24 hours.
In Their Words
“Jill made our trip to Rio de Janeiro absolutely spectacular! From the perfect accommodations to the private excursions, every detail was thoughtfully planned. We enjoyed VIP treatment throughout and skipped the long lines. It easily ranks among our favorite travel experiences. Absolutely unforgettable!”
Tonya & Friends
Rio de Janeiro · Carnaval
“Jill anticipates everything you could possibly need or know for a stress free and enjoyable vacation. Jill found us local tour guides who were all knowledgeable, accommodating and so much fun! I will plan all future trips via Jill. Thank YOU Jill!”
Mary
Europe
“Planning a trip of a lifetime is no small feat, but Jill Bauman made it look effortless. I COULD HAVE NEVER EVER done this myself. No way. All we had to do was show up and enjoy every second. You've given us memories we'll cherish forever. (You have our loyalty for LIFE)”
Elena
50th Birthday in Italy
“Jill Bauman created a fantastic itinerary for my trip to Spain. I simply gave her my dates along with one or two "must sees", and she took it from there. This was a complicated trip through Madrid, Salamanca, Rioja and San Sebastian. All her choices - hotels, activities, where to eat - were spot on. It saved me so much time! I will never book a trip without her again!”
Esther G.
Spain · San Sebastián
“I can't say enough about the incredible experience Jill created with this trip to Italy and Switzerland. Every hotel, every restaurant, every excursion was absolutely perfect. I didn't have to worry about a thing. I just got to enjoy every second. If you ever have the chance to have her plan a trip for you, don't hesitate. You will be in the best hands!”
Teresa C.
Italy & Switzerland
“Jill planned our 10 day honeymoon to Italy including Amalfi, Sorrento, Capri and Tuscany. She curated so many details including wine tours, hikes, amazing dinners and beautiful hotels. She got to know us and our travel goals and planned a seamless trip. Her communication was awesome and I cannot wait to book another trip with her. She was amazing!”
Mr. H.
Italy Honeymoon
“Jill made our trip to Rio de Janeiro absolutely spectacular! From the perfect accommodations to the private excursions, every detail was thoughtfully planned. We enjoyed VIP treatment throughout and skipped the long lines. It easily ranks among our favorite travel experiences. Absolutely unforgettable!”
Tonya & Friends
Rio de Janeiro · Carnaval
“Jill anticipates everything you could possibly need or know for a stress free and enjoyable vacation. Jill found us local tour guides who were all knowledgeable, accommodating and so much fun! I will plan all future trips via Jill. Thank YOU Jill!”
Mary
Europe
“Planning a trip of a lifetime is no small feat, but Jill Bauman made it look effortless. I COULD HAVE NEVER EVER done this myself. No way. All we had to do was show up and enjoy every second. You've given us memories we'll cherish forever. (You have our loyalty for LIFE)”
Elena
50th Birthday in Italy
“Jill Bauman created a fantastic itinerary for my trip to Spain. I simply gave her my dates along with one or two "must sees", and she took it from there. This was a complicated trip through Madrid, Salamanca, Rioja and San Sebastian. All her choices - hotels, activities, where to eat - were spot on. It saved me so much time! I will never book a trip without her again!”
Esther G.
Spain · San Sebastián
“I can't say enough about the incredible experience Jill created with this trip to Italy and Switzerland. Every hotel, every restaurant, every excursion was absolutely perfect. I didn't have to worry about a thing. I just got to enjoy every second. If you ever have the chance to have her plan a trip for you, don't hesitate. You will be in the best hands!”
Teresa C.
Italy & Switzerland
“Jill planned our 10 day honeymoon to Italy including Amalfi, Sorrento, Capri and Tuscany. She curated so many details including wine tours, hikes, amazing dinners and beautiful hotels. She got to know us and our travel goals and planned a seamless trip. Her communication was awesome and I cannot wait to book another trip with her. She was amazing!”
Mr. H.
Italy Honeymoon