Avanti Destinations

Romantic Tuscan Escape

Romantic Tuscan Escape
Experience Tuscany at the 5-Star Castel Monastero, a luxurious and peaceful retreat and wellness center in the Chianti countryside provides relaxation, gourmet meals and wonderful spa treatments. Restored in typical Tuscan style near Siena between Florence and Rome, this property offers scenic vistas of the medieval village square, chestnut forests and rolling hills covered with wheat.

Includes:

  • 2 Nights Accommodations
  • 1 Candlelight Dinner
  • 20-Minute Massage
  • 3-Day Compact Manual Car Rental
  • Daily Breakfast

05/15/2025 through 12/14/2025
08/01/2023 through 12/31/2025

Day 1

Chianti, nestled in the heart of Tuscany between Florence and Siena, is a world-renowned wine region that exudes quintessential Italian charm. Famous for its rolling hills, cypress-lined roads, and sprawling vineyards, Chianti offers travelers an unforgettable experience of Italy’s rich viticulture and history. Visitors can explore charming medieval villages like Greve in Chianti and Castellina in Chianti, where cobbled streets, ancient stone buildings, and historic piazzas transport you back in time. The region is also home to some of Italy’s most prestigious wineries, where visitors can indulge in tastings of the famed Chianti Classico, a robust red wine known for its distinctive black rooster seal.

Chianti’s scenic beauty and rich cultural heritage make it a paradise for history lovers. The Castello di Brolio, a stunning castle that dates back to the 12th century, offers panoramic views of the surrounding vineyards and provides a glimpse into the region’s feudal past. Many of the vineyards in Chianti are dotted with Etruscan ruins, remnants of Italy’s ancient civilization, and medieval fortresses that once served as strategic strongholds during the region’s tumultuous history. Visitors can explore the Abbey of San Michele Arcangelo, a beautiful Romanesque structure that showcases Tuscany’s architectural brilliance.

For food enthusiasts, Chianti’s culinary scene is as impressive as its wines. Local trattorias serve traditional Tuscan dishes like pappardelle al cinghiale (wild boar pasta) and bistecca alla fiorentina, a perfectly grilled T-bone steak. The region’s olive groves also produce some of Italy’s finest extra virgin olive oils, which you can sample during a visit to local farms. Pairing these delicacies with a glass of Chianti Classico while overlooking the vineyard-covered hills is an experience that captures the essence of Tuscan living.

Fun fact: The Chianti region has been producing wine for over 2,000 years, with its wine-making traditions dating back to the Etruscans. Today, Chianti is home to more than 300 producers who adhere to strict regulations to maintain the quality and authenticity of their wines, making it a must-visit destination for wine lovers and cultural explorers alike!


Day 2

Chianti, nestled in the heart of Tuscany between Florence and Siena, is a world-renowned wine region that exudes quintessential Italian charm. Famous for its rolling hills, cypress-lined roads, and sprawling vineyards, Chianti offers travelers an unforgettable experience of Italy’s rich viticulture and history. Visitors can explore charming medieval villages like Greve in Chianti and Castellina in Chianti, where cobbled streets, ancient stone buildings, and historic piazzas transport you back in time. The region is also home to some of Italy’s most prestigious wineries, where visitors can indulge in tastings of the famed Chianti Classico, a robust red wine known for its distinctive black rooster seal.

Chianti’s scenic beauty and rich cultural heritage make it a paradise for history lovers. The Castello di Brolio, a stunning castle that dates back to the 12th century, offers panoramic views of the surrounding vineyards and provides a glimpse into the region’s feudal past. Many of the vineyards in Chianti are dotted with Etruscan ruins, remnants of Italy’s ancient civilization, and medieval fortresses that once served as strategic strongholds during the region’s tumultuous history. Visitors can explore the Abbey of San Michele Arcangelo, a beautiful Romanesque structure that showcases Tuscany’s architectural brilliance.

For food enthusiasts, Chianti’s culinary scene is as impressive as its wines. Local trattorias serve traditional Tuscan dishes like pappardelle al cinghiale (wild boar pasta) and bistecca alla fiorentina, a perfectly grilled T-bone steak. The region’s olive groves also produce some of Italy’s finest extra virgin olive oils, which you can sample during a visit to local farms. Pairing these delicacies with a glass of Chianti Classico while overlooking the vineyard-covered hills is an experience that captures the essence of Tuscan living.

Fun fact: The Chianti region has been producing wine for over 2,000 years, with its wine-making traditions dating back to the Etruscans. Today, Chianti is home to more than 300 producers who adhere to strict regulations to maintain the quality and authenticity of their wines, making it a must-visit destination for wine lovers and cultural explorers alike!


Day 3

Chianti, nestled in the heart of Tuscany between Florence and Siena, is a world-renowned wine region that exudes quintessential Italian charm. Famous for its rolling hills, cypress-lined roads, and sprawling vineyards, Chianti offers travelers an unforgettable experience of Italy’s rich viticulture and history. Visitors can explore charming medieval villages like Greve in Chianti and Castellina in Chianti, where cobbled streets, ancient stone buildings, and historic piazzas transport you back in time. The region is also home to some of Italy’s most prestigious wineries, where visitors can indulge in tastings of the famed Chianti Classico, a robust red wine known for its distinctive black rooster seal.

Chianti’s scenic beauty and rich cultural heritage make it a paradise for history lovers. The Castello di Brolio, a stunning castle that dates back to the 12th century, offers panoramic views of the surrounding vineyards and provides a glimpse into the region’s feudal past. Many of the vineyards in Chianti are dotted with Etruscan ruins, remnants of Italy’s ancient civilization, and medieval fortresses that once served as strategic strongholds during the region’s tumultuous history. Visitors can explore the Abbey of San Michele Arcangelo, a beautiful Romanesque structure that showcases Tuscany’s architectural brilliance.

For food enthusiasts, Chianti’s culinary scene is as impressive as its wines. Local trattorias serve traditional Tuscan dishes like pappardelle al cinghiale (wild boar pasta) and bistecca alla fiorentina, a perfectly grilled T-bone steak. The region’s olive groves also produce some of Italy’s finest extra virgin olive oils, which you can sample during a visit to local farms. Pairing these delicacies with a glass of Chianti Classico while overlooking the vineyard-covered hills is an experience that captures the essence of Tuscan living.

Fun fact: The Chianti region has been producing wine for over 2,000 years, with its wine-making traditions dating back to the Etruscans. Today, Chianti is home to more than 300 producers who adhere to strict regulations to maintain the quality and authenticity of their wines, making it a must-visit destination for wine lovers and cultural explorers alike!


08/01/23 - 12/31/25

N/A

Get A Quote

Note: Land Only-Price is per person based on double occupancy. Airfare not included in price. Availability and price may change at any time and without prior notice and will be unavailable on certain holidays.

Want more information about this offer or other travel ideas you have?

SEARCH TRAVEL OFFERS

 

Please don't close or refresh the page while we are processing your submission
Please be patient, this could take a few minutes.