La Via Cara | Fora Travel

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Boutique Travel

Food & Wine

Italy

Portugal

Spain

Our Story

I’m Cara Stewart, a Fora travel advisor who designs thoughtful, detail-driven journeys shaped by my Italian heritage and Boston roots—influences that inspire my love of great food, beautiful landscapes, and intentional travel.

For over a decade, I’ve been crafting trips not only for my family, but for friends as well, designing seamless stays complete with daily itineraries, transportation, tours, and dining reservations. Whether it’s a glass of Brunello in Tuscany, a sunset along Portugal’s coast, or a perfectly paced family escape, every journey is tailored to you.

La Via Cara—curated travel for those who wander with intention.

I’m Cara Stewart, a Fora travel advisor who designs thoughtful, detail-driven journeys shaped by my Italian heritage and Boston roots—influences that inspire my love of great food, beautiful landscapes, and intentional travel.

For over a decade, I’ve been crafting trips not only for my family, but for friends as well, designing seamless stays complete with daily itineraries, transportation, tours, and dining reservations. Whether it’s a glass of Brunello in Tuscany, a sunset along Portugal’s coast, or a perfectly paced family escape, every journey is tailored to you.

La Via Cara—curated travel for those who wander with intention.

Travel Style

You dream it. I’ll handle it.

No two travelers are the same, and neither are the journeys I design. Every itinerary is shaped around your preferences, pace, and priorities—from boutique hotels and smooth transportation to thoughtful experiences and unforgettable dining.

A sunrise coffee in Lisbon, a hidden enoteca in Piedmont, or a cooking class in Florence—I aim for moments that feel personal, effortless, and beautifully timed.

La Via Cara is travel planned around you: your style, your pace, your priorities, with expert guidance and attentive support every step of the way.

You dream it. I’ll handle it.

No two travelers are the same, and neither are the journeys I design. Every itinerary is shaped around your preferences, pace, and priorities—from boutique hotels and smooth transportation to thoughtful experiences and unforgettable dining.

A sunrise coffee in Lisbon, a hidden enoteca in Piedmont, or a cooking class in Florence—I aim for moments that feel personal, effortless, and beautifully timed.

La Via Cara is travel planned around you: your style, your pace, your priorities, with expert guidance and attentive support every step of the way.

Stay connected

Reviews (10)

c

christopher b.

travel to North Carolina

13 days ago

Cara was great and responsive - appreciated her work and her input on things to do / see in and around the area

J

Jennifer F.

travel to Zermatt

about 2 months ago

Fantastic choices. She did her homework. Europe is not the easiest place to accommodate 4 people, 2 adults and 2 kids. Cara chose skillfully. The places we stayed always had the best view of our destination for a fair price, accommodated our teens well and in general were super clean, comfy, and great places to stay. We beyond felt very lucky as we moved through Europe to have such perfect accommodations.

C

Chad S.

travel to South Carolina

about 2 months ago

Cara has planned many vacations for me, including car rentals, trains, planes, and restaurants. She is always on point. I would highly recommend her.

J

Julie H.

travel to Florence

2 months ago

Cara found options to sleep 5 people which was important to us and we couldn’t have found the place without her!

G

Gayle J.

travel to California

4 months ago

Cara was extremely attentive to all of our requests. She really listened to us and gave us great recommendations. Would highly recommend her!

c

christopher b.

travel to North Carolina

13 days ago

Cara was great and responsive - appreciated her work and her input on things to do / see in and around the area

J

Jennifer F.

travel to Zermatt

about 2 months ago

Fantastic choices. She did her homework. Europe is not the easiest place to accommodate 4 people, 2 adults and 2 kids. Cara chose skillfully. The places we stayed always had the best view of our destination for a fair price, accommodated our teens well and in general were super clean, comfy, and great places to stay. We beyond felt very lucky as we moved through Europe to have such perfect accommodations.

C