Honeymoon in Italy Wine Country and Greek Islands (July 1 - July 15, 2026)

Day 1: Arrival in Tuscany & Relaxation

Morning: Arrive at Florence Airport and transfer to a charming villa in the Chianti wine region. Settle in and enjoy a welcome breakfast with local pastries.

Afternoon: Explore the scenic vineyards surrounding your villa with a light stroll, and visit a small winery for an introductory tasting of Chianti Classico wines.

Evening: Romantic dinner at the villa featuring Tuscan specialties paired with regional wines, soaking in the sunset over rolling hills.

Day 2: Chianti Wine Tour

Morning: Guided tour through historic Castellina in Chianti with stops at local artisan shops and coffee tasting.

Afternoon: Visit two renowned wineries such as Castello di Ama and Ruffino Cellars, including vineyard tours and comprehensive tastings.

Evening: Dinner in the medieval town of Greve in Chianti, enjoying traditional Tuscan cuisine and lively piazza atmosphere.

Day 3: Siena Day Trip

Morning: Depart for Siena, visit the iconic Piazza del Campo and Siena Cathedral.

Afternoon: Lunch at a local trattoria followed by a stroll through the historic center and visits to artisan shops.

Evening: Return to the Chianti countryside for a quiet evening under the stars at your villa.

Day 4: Travel to Rome & Explore

Morning: Transfer to Florence train station and take a high-speed train to Rome. Check into a romantic boutique hotel.

Afternoon: Explore Pantheon and Piazza Navona, enjoying gelato at a famed local gelateria.

Evening: Dinner in Trastevere with authentic Roman dishes and lively street ambiance.

Day 5: Fly to Santorini, Greece

Morning: Morning flight from Rome to Santorini. Transfer to a cliffside hotel in Oia with caldera views.

Afternoon: Relax by the pool or explore the iconic whitewashed streets and boutique shops of Oia.

Evening: Enjoy a sunset dinner at a restaurant overlooking the Caldera, savoring fresh seafood and local wines.

Day 6: Santorini Wine & History

Morning: Visit the Santo Wines Winery for a tasting paired with panoramic views.

Afternoon: Tour the ancient ruins of Akrotiri, the Minoan Bronze Age settlement preserved in volcanic ash.

Evening: Sunset stroll in Fira, followed by dinner featuring traditional Cycladic cuisine.

Day 7: Beach Day & Boat Excursion

Morning: Relax on the unique Red Beach or Perissa Black Sand Beach.

Afternoon: Take a private catamaran cruise around the island with stops for swimming and snorkeling near volcanic hot springs.

Evening: Romantic dinner aboard the boat or at a seaside tavern back on Santorini.

Day 8: Travel to Mykonos

Morning: Ferry ride to Mykonos, check into a luxury resort near Mykonos Town.

Afternoon: Explore the charming narrow streets and windmills of Mykonos Town.

Evening: Enjoy vibrant nightlife and a beachside dinner at Psarou Beach.

Day 9: Mykonos Beaches & Delos

Morning: Morning visit to the archaeological island of Delos, a UNESCO World Heritage site.

Afternoon: Relax on the famous Paradise Beach or Super Paradise Beach.

Evening: Sunset cocktails in Alefkandra and dinner featuring fresh seafood by the water.

Day 10: Leisure & Spa Day in Mykonos

Morning: Indulge in a couples’ spa treatment at your resort.

Afternoon: Leisure time to shop, explore local art galleries, or relax poolside.

Evening: Intimate dinner at a rooftop restaurant overlooking Mykonos Town.

Day 11: Return to Rome

Morning: Morning ferry and flight back to Rome.

Afternoon: Last minute shopping or visit to the Spanish Steps and Trevi Fountain.

Evening: Farewell dinner in a classic Roman ristorante near Piazza di Spagna.

Day 12: Departure

Morning: Leisurely breakfast and final walk along the Tiber River.

Afternoon: Transfer to Rome Airport for departure back home.

Evening: End of honeymoon journey filled with unforgettable memories.

Time and Cost Estimates

• Chianti Wine Region Vineyard Tour: 4 hours, €80 per person
• Castello di Ama Winery Visit: 3 hours, €100 per person
• Siena Historic City Tour: 6 hours, €50 per person
• Rome City Exploration (Pantheon, Piazza Navona): 4 hours, Free (entry fees extra €20 total)
• Flight Rome to Santorini: 2 hours, €150 per person
• Santo Wines Winery Tasting: 2 hours, €40 per person
• Akrotiri Archaeological Site Visit: 2 hours, €12 per person
• Catamaran Cruise in Santorini: 4 hours, €200 per person
• Ferry to Mykonos: 2 hours, €50 per person
• Delos Island Archaeological Tour: 3 hours, €30 per person
• Couples’ Spa Treatment in Mykonos: 3 hours, €250 per couple
• Flight Mykonos to Rome: 2 hours, €150 per person

Total Estimated Cost: Approximately €3,124 (for two people)

Tips

• To extend the trip, consider adding a few days in Amalfi Coast after Rome for scenic coastlines and romantic boat rides.
• To reduce the trip's duration, focus on either Italy or the Greek Islands exclusively, as combining both can feel rushed; for a shorter honeymoon, spend 7 days in Tuscany and Rome or 7 days solely exploring Santorini and Mykonos.
• Book ferry and internal flights well in advance during peak season to ensure availability and better prices.
• Allow for rest days in between intense sightseeing to fully enjoy romantic, relaxing moments.