Madrid, Spain, 2024

Art Encounter Travel

Since 1987, Art Encounter has offered over 85 specially-curated art travel experiences, including visits to more than 60 cities across 15 different countries and five continents. Our diverse list of past trips includes domestic destinations such as Northern California, Miami, and Seattle, as well as eight trips to New York City and 11 trips to Sante Fe. Our international excursions have brought travelers to over 15 cities across Europe and as far as Argentina, South Africa, and Vietnam, to name just a few. Since the year 2000, we have traveled to Cuba 13 times!

Our travelers are immersed fully in the art and culture of each destination through otherwise-unattainable access to private collections, artists’ studios, galleries, and more. Throughout each trip, our knowledgeable and experienced trip leader–Art Encounter's very own Co-founder and Artistic Director Joanna Pinsky–engages participants in active dialogue as they enjoy an array of unique art experiences paired with sightseeing and authentic local cuisine.

Those looking to get a taste of our travel program’s offerings may also be interested in our regional motorcoach day trips, which give participants a behind-the-scenes look at art communities in nearby cities. Recent day trips include visits to Milwaukee, WI, Racine, WI, and Rockford, IL.

See below for a full list of both former and upcoming trips, and click the links for more information!


Upcoming trips

Marfa and El Paso, TX, March 2026

PAST TRIPS, INTERNATIONAL

Buenos Aires, Argentina, 2008
Vienna & Prague, Austria, 2011
Sao Paolo & Rio de Janeiro, Brazil, 2012
Montreal, Canada, 2018
Toronto, Canada, 2017
Vancouver & Victoria, Canada, 1998
Havana, Cuba, 13 trips 2000–2024
Copenhagen & Aarhus, Denmark, 2025
Côte d'Azur, France, 2001
Paris, France, 1999 & 2023
Berlin, Germany, 2010 & 2019
Dublin & Cork, Ireland, 2007
Milan, Italy, 2004
Tuscany & Umbria region, Italy, 2007
Venice, Tuscany, Umbria region, Florence, & Milan, Italy, 4 trips 2005–2015
Oaxaca, Puebla, San Miguel, & Mexico City, Mexico, 1998 & 1999
Cape Town & Johannesburg, South Africa, 2013
Andalucía, Spain, 2014
Madrid, Spain, 2024
San Sebastián & Barcelona, Spain, 2000
Hanoi & other cities, Vietnam & Cambodia, 2005

RECENT REGIONAL DAY TRIPS

Rockford, IL, 2025
Milwaukee, WI, 2025
Racine, WI, 2024

PAST TRIPS, DOMESTIC

Sedona, AZ, 1996 & 2002
Tucson, Phoenix, & Sedona, AZ, 1996 & 2002
Northern California, 1998 & 2019
Washington, D.C., 1994
Miami & Naples, FL, 2015 & 2020
Indiana, 2018
New Orleans, LA, 2018
Boston, MA, 2021
Detroit, MI, 2017 & 2019
Harbor Country, MI, 1988 & 1991
Minneapolis, MN, 1992
Sante Fe, NM, 11 trips 1987–2006
The Berkshires, NY, 2003, 2013, & 2014
New York City, NY, 8 trips 1999–2002
North Carolina, 2006
Portland, OR, 1996
Philadelphia, PA, 2012 & 2017
Pittsburgh, PA, 2022
Seattle, WA, 6 trips 1992–2005

 
 
 
 

“Thank you a million times over for organizing our adventure in Cuba. Your hard work, dedication, enthusiasm, and energy were evident as we moved around Havana and the surrounding area. The 'Art Encounters' were engaging, as well as educational… Each time I try to talk about the trip I become tongue tied (unusual for me) and become a bit emotional. Cuba and my 'Art Encounter' are part of my heart and soul...pictures could never retell the story or experience. Thank you.”

–Art Encounter Traveler