Travel Advisor: Jennifer Della Penna

Jennifer Della Penna


Virtual Travel Digital Advisors
branch for travel digital advisors


(978) 208-4883 (978) 208-4883

Specializing in:

Family, Luxury, River Cruise, Europe, Exotic Destinations

Travel Advisor

About Me

Favorite destination? Italy


Why is that your favorite destination? I love Italy for so many reasons. The scenery is spectacular; whether it's the vineyards and rolling hills of Tuscany, the lakes and mountains or the beaches and cliffs, every turn offers something beautiful to look at. I love the old world, unhurried culture that focuses on how we are really meant to live - enjoying great food and wine shared with family. The art and architecture are awe inspiring. The shopping is amazing as well; the clothing, shoes and handbags are beautiful and high quality. Last but not least, I love the language. Italian is so beautiful to listen to and it's the only country in the world that speaks it.


What destination is on your bucket list? South Africa


Why is that destination on your bucket list? Because I've always wanted to go on a safari to be up-close-and-personal with wildlife. Also, I'd love to experience some of South Africa's other points of interest such as Cape of Good Hope, the amazing beaches, vineyards, mountains, and beautiful cities such as Cape Town.


What destinations have you visited? Ireland, Italy, the Azores, London, Paris, Vienna, Budapest, Salzburg, Bratislava, Santorini, Athens, Dubrovnik, Corfu, Turks & Caicos, Mexico (Cancun, Mayan Riviera and Cozumel), Dominican Republic, Belize City, Roatan, Antigua, Bahamas, St. Lucia, St. Thomas, St. John, Aruba, San Juan, Hawaii, Florida, North Carolina, California, Arizona, New York, Maine, Vermont, Rhode Island, Atlanta, Savannah, Myrtle Beach, Montreal, Quebec City,


Why should someone book their vacation with you? Someone should book their vacation with me because with over 30 years in the travel industry I've gained knowledge and expertise that only comes with time and experience. I've helped my clients navigate through challenging times such as the COVID-19 pandemic. I'm friendly, personable, and outgoing and enjoy working with my long-time clientele as well as creating new relationships with our members. With the years I've spent traveling to different places as well as the training and certifications I've done to gain knowledge of places I haven't been to yet, I am able to help my clients choose the vacation, adventure, or experience they've been dreaming of. If I'm not particularly knowledgeable about a trip that my client is interested in, then I do the research and take advantage of every available resource to learn more about that destination or experience so that I can give the client my best. Also, I am a very detail-oriented person which is very important in travel planning so that all goes smoothly from beginning to end. In addition, I'm a firm believer in treating others the way I want to be treated so I am diligent about being a good communicator; it's my personal policy to reply to my client's emails and phone calls in a timely fashion - almost always in the same day.


So anyone who books their vacation with me will be in good, capable hands.


What travel industry certifications have you earned? Sandals, AMResorts, Member Choice Vacations, Holland America, Princess


One thing you’d like our members to know about you? I am a breast cancer survivor