JUST ADDED ✈️ Small Group Trip to Sicily | May 13 - 20, 2027

JUST ADDED ✈️ Small Group Trip to Sicily | May 13 - 20, 2027

$6,000.00

NOW OPEN TO 6-BOTTLE WINE CLUB MEMBERS

A truly special way to experience Sicily.

Experience Sicily on a remarkable 7-night small-group journey, May 13 – 20, 2027, personally curated and hosted by Sommelier Erica Archer. From extraordinary winery visits and fine-wine tastings to incredible restaurants, beautiful hotels, spectacular landscapes, and unforgettable experiences, every element of this trip has been thoughtfully selected to showcase the very best of Sicily.

Throughout the week, you’ll visit remarkable wine estates, enjoy private tastings, discover incredible restaurants, and experience Sicily’s extraordinary food, wine, history, culture, and natural beauty. Each day brings something special—from time spent with winemakers and unforgettable meals to historic towns, breathtaking landscapes, and the distinct places and traditions that make Sicily so captivating.

The journey takes you through some of Sicily’s most compelling places, from the dramatic volcanic vineyards of Mount Etna to historic towns and the Mediterranean coast. Each day is carefully curated to balance extraordinary wine and food experiences with time to explore, relax, and truly enjoy being in Sicily.

This is more than a wine trip. It is an intimate, beautifully curated way to experience Sicily—surrounded by great wine, incredible food, fascinating people, and a small group of fellow wine lovers.

Every detail handled.

From the moment you arrive in Sicily to your final farewell, every aspect of your trip is thoughtfully handled. Wine Wise trips are intentionally small, allowing for personalized attention, seamless travel, and experiences that would not be possible with a larger group. You are in great hands. We meticulously handle every detail of your Small Group Trip.

Join us on this trip of a lifetime.

Space is extremely limited for this Wine Wise Small Group Trip. Submit your deposit above, and reserve your space on this trip of a lifetime! The remaining balance is due by January 31, 2027.

For more information, please contact Erica Archer at erica.archer@winewiseevents.com or call 207-619-4630.

Quantity:
Only 10 available
Submit Your Deposit For Two People

Sicily, May 13 – 20, 2027

Inclusions

  • 7 nights accommodations

  • Welcome wine reception

  • All scheduled wine tastings

  • Four wine lunches

  • Four wine dinners

  • Daily breakfast

  • Hotel and meal taxes and gratuities

  • All admissions and sightseeing per the itinerary

  • All ground transportation during the trip

  • Sommelier Erica Archer as your professional guide

Exclusions

  • Airfare or travel to and from Sicily and our starting hotel location

  • Some meals are on your own—arranged around free time to explore nearby villages.

Pricing

  • €8,679 per person (double occupancy), €2,500 single supplement. Submit your deposit for two above, and the remaining balance will be due January 31, 2027.

CancellationS

If you must cancel your trip reservation with us before 1/13/2027, there will be a $500 per person cancellation fee. There are no refunds after 1/31/2027 if we cannot fill your spots. We strongly urge you to consider purchasing travel insurance to help cover unforeseen circumstances. 

Responsibilities

Wine Wise and Erica Archer accept no responsibility for any delayed departures or arrivals, missed connections, loss, damage, illness, or injury to persons or property. We reserve the right to change the itinerary and substitute arrangements of equal value if circumstances warrant.

 

 

Extraordinary Access

Private visits to some of the most respected wine producers in Tuscany—renowned estates and small, family-run producers alike.

Immersive Expereinces

Beyond winery visits, you’ll experience the region through hands-on cooking class, cultural moments, and unhurried time in places that invite exploration.

Stunning Stays

Elegant countryside estates you’ll look forward to returning to each night and remembering long after the trip.

Every detail handled

From arrival to departure, every aspect of your trip is handled with care. Transportation, accommodations, winery visits, reservations, and daily logistics are all arranged in advance, allowing you to focus entirely on enjoying the experience.

Incredible Meals

You’ll eat extremely well—dining at a mix of beloved local trattorias and standout restaurants, many known primarily to locals.

Optional Trip ExtensionS

On some trips we offer an optional 3-day extension to beautiful places to indulge and unwind.