(21 Reviews)
100% Recommended

Angela Isherwood

Delafield, WI
Curating Unique, Personalized Adventures for You

They say if you want to know where your heart is, look where you mind goes when it wanders. When my mind wanders it travels near, far, and everywhere in between. Sometimes its in Italy dining on fresh, made-by-Nonna tortellini, sipping a bold Baro...
Learn more about me.

You May Have the Universe if I May Have Italy

There's a famous quote that says "Italy is a dream that keeps returning for the rest of your life" and I find it to be one of my life's mottoes.  As a child of two Italian parents (one Sicilian immigrant), I have lived and breathed and loved the Bel Paese for as long as I can remember.


I'll never forget my first trip there - it was a true Italian Adventure, and a whirlwind of Roman relics, Florentine Renaissance masters, Venetian mysteries, and Sorrentine sunshine.  As I made my way further and further South - closer to my heritage - it was like I was arriving home even though I had never been there before.


My next time back was to study abroad in Rome and I fell effortlessly, hopelessly, and endlessly (you might say, eternally) in love with the sprawling city that lives in a constant state of dichotomy.  There's the majesty of the Colosseum, the energy of the Spanish Steps, the quaint and charming streets of Trastevere, the beauty of the Piazza Navona, the talent of the Trevi Fountain, the architectural wonder of the Pantheon, and the marvels that are the Sistine Chapel and St. Peter's.  And that is just the short list of highlights!  Whether you are looking for romance, history, adventure, culture, or simply to eat and drink your way around town, Rome has everything you need for an epic vacation.  Ask me about the secret viewing point on Aventine Hill, or the best way to experience Rome's alleys and narrow streets.  Did you know Rome is love spelled backward in Italian (ROMA/AMOR)?  Your love affair with Rome is only one phone call away!


Sicily.  Ahh, Sicily.  One of the world's most beautiful islands, Sicily is a one-stop shop for a perfect Italian vacation.  Warm sunshine, blue waters, major cities, an imposing volcano, ancient relics, and postcard-perfect villages.  This is the land where my family is from, and it will surely speak to your soul as you embrace the warmth of the Sicilian people, the depth of the food culture, and the way of life that is unique to this part of the country.  I'll never forget getting engaged to my now-husband on the balcony of my cousin's home on a balmy summer evening, and spending the rest of the week celebrating in picturesque Taormina, where one of the world's best hotels sits with one of the world's most breathtaking views.


Maybe Florence and Tuscany are what your Italian dreams are made of - rolling green hills and cypress trees -, or the canals and islands of Venice full of secrets and romance.  Or maybe it's your second or third time to Italy and you're looking for the elegant beauty of the lakes such as Como, Maggiore, or Garda, or the food-havens of Bologna and Modena.  If you are a true Italian wine afficionado, you can't miss out on Piedmont, and if you want off-the-beaten-path beaches you have to make your way to Puglia.  For epic scenery and quaint seaside towns, the Amalfi Coast and Cinque Terre can't be beaten.


Wherever your Italian dream is taking you next, I'd love to play a part in helping you fall in love with Italy the way I have!

My Reviews

7 of 10 people found this review helpful
Amazing trip!
Angela was extremely helpful and went above and beyond to ensure we had booked exactly what we were looking for! She graciously helped with multiple requests, looking into different days and different airports. She was extremely responsive and helpful to us in deciding our best options! Highly recommend for booking your next trip! Thank you, Angela!!!
By  Deanna  from  Menomonee Falls, WI
Traveled to  Samana ~ Dominican Republic ~ Caribbean
I would recommend this agent to my family and friends
Was this review helpful to you? YES | NO
6 of 8 people found this review helpful
Paradise Found in Maui
Hawaii was a trip my husband and I were looking forward to for many years, so we had pretty high expectations. Angela helped us plan such an amazing trip that it not only met those expectations but exceeded them. She spent a lot of timing getting to know what was most important to us to help us determine the best area of the island to stay on, what we wanted out of our resort, and what activities we were really interested in. She was very responsive and communicative with her thoughts and ideas throughout the whole process which we really appreciated since we had little knowledge of the island. Once we narrowed down what activities we wanted to schedule, she put together a schedule for us that really maximized our time to visit all different parts of the island. You could tell she had done her research on the activities because the companies/service was all top notch. We can't wait to go back again and would absolutely recommend partnering with Angela to plan your vacation!
By  Nikki  from  Chicago, IL
Traveled to  Maui Island ~ Hawaii ~ USA
I would recommend this agent to my family and friends
Was this review helpful to you? YES | NO
3 of 3 people found this review helpful
Outstanding Experience
Angela has been absolutely wonderful to work with. She is extremely responsive, even on the weekends, and was able to develop an itinerary that exceeded my expectations. I am fairly experienced in booking and coordinating international travel, but with her connections and knowledge, Angela was able to make arrangements that I wasn't able to make on my own.

The trip request included 15 people, and Angela expertly suggested accommodations, handled ground and air logistics, and developed an amazing itinerary that stayed within our budget.

After all this work, our trip has unfortunately been cancelled for now due to coronavirus concerns, but we hope to work with Angela on other trips in the future!

By  A. Silver  from  Wilmington, DE
Traveled to  Tanzania ~ Africa
I would recommend this agent to my family and friends
Was this review helpful to you? YES | NO
9 of 15 people found this review helpful
All elements of the cruise were outstanding.
Angela’s guidance was outstanding. We had a general sense of where we wanted to travel, but her guidance led us to the Caribbean. Having traveled on four different moderate cruise lines we new we wanted to step up to one of the more luxury lines. After what our expectations for the cuisine and service Angela led us toward Regent Cruise Line. She made numerous calls to clarify questions that we had, and she secured the answers that we were looking for. Her confidence during the planning process made us secure that we were making the correct decision in choosing the Caribbean and Regent as the line.
By  Denny  from  New Berlin, WI
Traveled to  Caribbean
I would recommend this agent to my family and friends
Was this review helpful to you? YES | NO
4 of 5 people found this review helpful
Great UK and Ireland trip!
We are impressed with the quick responsiveness of Angela through the booking process. We don't live near her and did our booking through email. She also gave great ideas for restaurants and other activities to do during some of our free time.
By  Shawn T  from  Hoffman Estates, IL
Traveled to  England ~ Europe
I would recommend this agent to my family and friends
Was this review helpful to you? YES | NO
Go to my main profile

Destination Expert:

  • Italy
  • Florence
  • Amalfi
  • Rome
  • Venice

Travel Specialist:

  • Bespoke Travel
  • Culinary & Foodie
  • European Culture
  • Family Vacations
  • Luxury

Certifications/Awards:

  • Certified Leisure Travel Specialist
  • Switzerland Travel Expert
  • South Africa Specialist
  • Peru Travel Specialist
  • AmaWaterways Specialist

Connect with Me:

Industry Affiliations:

©  Travel Leaders Group