Date
Apr 18, 2026 - Apr 27, 2026
Trip Type
By Land

Group Size: 12-16 participants
Price: $7,995 per person double occupancy / $8,995 single occupancy
Co-sponsored with: Harvard Exclusive

Activity Level
3

Trip Overview

Sicily is a delightful island set in the sparkling seas of the Mediterranean, as famous for its food as for its diverse cultural legacy that spans the ancient Greeks to the Spanish. Hugh Johnson, in the The World Atlas of Wine says “After centuries of stagnation the Mediterranean’s biggest and most historically fascinating island is now Italy’s most vital and improved wine region.” 

Along with fantastic wine visits, you will also taste homemade food, eat in two Michelin star restaurants as well as enjoying some spectacular cultural highlights. 

Schedule by Day

Independent departures from your home city on an overnight flight to Sicily.

Arrive in Sicily and transfer to Palermo. 

In the afternoon, join an optional city and market walking tour to soak in the vibrant atmosphere and culinary culture of Sicily. 

This evening, enjoy a welcome reception at the elegant Grand Hotel et des Palmes, followed by dinner in Bagheria at Limu, a Michelin-starred restaurant.

Overnight: Grand Hotel et des Palmes

Meals: R, D

This morning, check out and drive west toward the medieval hilltop town of Erice. Explore its winding streets and admire sweeping views of the Egadi Islands and even Tunisia on a clear day. 

Visit the Firriato Baglio Sorìa wine estate, owned by the Di Gaetano family—pioneers in cultivating native Sicilian grape varietals—for a wine tasting and lunch. 

Continue to Baglio Oneto, formerly the residence of one of Italy’s noble families. Conclude the day with a tasting of local wines and olive oils in the estate’s historic wine cellar, followed by a light aperitivo dinner at the hotel.

Overnight: Baglio Oneto

Meals: B, L, D

Start your day with a visit to the historic Pellegrino winery, founded in 1880 and renowned for its Marsala and fine still wines. 

Next, head to Donnafugata for a guided tour of the estate and cellars, followed by a wine tasting with expertly matched small plates. 

On your return to Baglio Oneto, drive through the scenic Marsala salt flats. The rest of the evening is free to relax at the hotel, perhaps with a swim, a stroll around the grounds, or a leisurely dinner at the hotel restaurant.

Overnight: Baglio Oneto

Meals: B, L 

After breakfast, travel south toward Menfi for a tasting and lunch at Planeta Ulmo, one of Sicily’s premier wine estates. For 17 generations, the Planeta family has been devoted to cultivating wine and olive oil across five Sicilian territories. 

In the afternoon, check in at La Foresteria Wine Resort, Planeta’s exclusive wine hotel, nestled on a panoramic hillside with mesmerizing views of the sea. Enjoy dinner at the resort, celebrating the estate’s rich traditions and terroir. 

Overnight: La Foresteria Wine Resort

Meals: B, L, D

Visit Agrigento to explore the breathtaking Valley of the Temples, the largest archaeological site in the world and a magnificent example of Greater Greek architecture. 

Afterward, travel to Feudo Principi di Butera, a Zonin family estate, for a lunch and tasting among the vineyards. 

Your next two nights are spent at Vecchia Masseria, a charming family-run agriturismo set among olive and eucalyptus groves. Enjoy a farm-to-table dinner featuring ingredients sourced from the surrounding land 

Overnight: Vecchia Masseria

Meals: B, L, D

Begin the day with a visit to Arianna Occhipinti in Vittoria, home to Sicily’s only DOCG wine, Cerasuolo di Vittoria. Enjoy a traditional Sicilian lunch at Baglio Occhipinti, run by Arianna’s sister Fausta, using ingredients freshly harvested from the estate. 

In the afternoon, tour Villa Romana del Casale, famed for its spectacular Roman and Norman mosaics—some of the largest and most detailed in the world. 

Return to the Masseria for time to unwind, swim, or spot the wild donkeys that roam the grounds. Dinner is served at the hotel. 

Overnight: Vecchia Masseria

Meals: B, L, D

Depart for the eastern slopes of Mount Etna, locally known as “Mongibello.” Visit Barone di Villagrande, one of the area’s most historic wine producers, for a tasting and lunch with views of Etna’s fertile volcanic landscape. 

Afterwards, journey up the mountain to the Silvestri Crater, where you might catch a view of the Italian mainland across the Strait of Messina. Arrive at Castello San Marco, a Baroque seaside villa dating back to 1689, and your base for the next two nights. 

This evening, dine at Zash, a Michelin-starred restaurant. 

Overnight: The Castello San Marco

Meals: B, L, D

This morning, explore Taormina, a charming coastal town perched on a hillside and famed for its Greco-Roman theatre. Enjoy a guided walking tour that includes the theatre and beautiful public gardens. 

For lunch, head to Cavanera Etnea, set against an exquisite backdrop on the slopes of Mount Etna. Return to Castello San Marco in the afternoon to relax before a special farewell dinner at the hotel's restaurant.

Overnight: The Castello San Marco

Meals: B, L, D

After breakfast, transfer to Catania Airport for your independent flights home.

Meals: B

Pricing

  • $7,995 per person, double occupancy
  • $8,995 single occupancy

Accommodations

  • Grand Hotel et des Palmes (one night)
  • Baglio Oneto (two nights)
  • La Foresteria Wine Resort (one night)
  • Vecchia Masseria (two nights)
  • The Castello San Marco (two nights)

 

What to Expect

Activity Level 3

Daily programs involve one to three miles of walking in vineyards, at wineries, and on city tours, and may involve extended periods of standing. Participants will encounter uneven terrain, including some dirt and cobblestone paths, and must be able to walk up and down hills. In some instances, elevators are unavailable. Half to full days of touring are balanced with plenty of free time to explore the towns we will visit.

Study Leader(s)

Senior Preceptor in Chemical Engineering and Applied Materials

Related Trips

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For More Information

Please email haatravels@harvard.edu or call our office at 800-422-1636 or 617-496-0806.