Imagine spending eight unforgettable days in the heart of Tuscany, where rolling hills, sun-drenched vineyards, charming medieval villages, and world-class food and wine create the perfect setting for an Italian adventure. Our home away from home will be a beautiful, exclusive villa estate nestled among the vineyards and olive groves of the Tuscan countryside, just 30 minutes from Florence. Unpack your bags, settle in, and enjoy the luxury of exploring this extraordinary region without ever having to change hotels.
From wandering the cobblestone streets of historic villages to sharing delicious meals, discovering exceptional wines, and making new friends, every day offers something special.
Come experience the beauty, flavors, and magic of Tuscany with us.
Pack your bags—Italy is calling!

Relais Villa Olmo, nestled in the heart of Tuscany's Chianti region, will be our home away from home Oct 12-19 & 22-29 2027. The villa offers luxurious accommodations with breathtaking views of rolling vineyards and olive groves. This charming retreat combines modern amenities with historic charm, and provides guests gourmet dining experiences, relaxation and exploration.

As the sun sets on our first evening, you will mingle on the terrace of the property where you can get to know your fellow travelers. Savor your first bites of the Tuscan cuisine as you make new acquaintances and listen to the music of Moors & McCumber. This delightful culinary journey sets the perfect tone for the start of an unforgettable travel experience.

The boutique hotel rooms and suites of Relais Villa Olmo offer an elegant and country-style ambiance, along with modern amenities and vintage design. Each room has its own identity, and all rooms echo with Tuscany’s traditional charm in their colors and blending of antique and modern fittings. Sleeping in Chianti means being lulled by silence and waking-up immersed in nature.

Wake up each morning to a delicious breakfast before setting out to discover the beauty, history, and flavors of Tuscany. Each day brings a new adventure, from exploring charming medieval villages and strolling through historic towns, unforgettable wine tastings, and authentic Italian culinary experiences.
We've thoughtfully planned a wonderful mix of cultural discoveries, breathtaking scenery, and opportunities to relax and soak up the Tuscan way of life. Oh and of course there will be music! Lot's of opportunities to hear the lads play all your favorites!
Here's a taste of the experiences that await you...

Step back in time as you wander the winding cobblestone streets of Siena, one of Tuscany's most enchanting medieval cities. Famous for its beautifully preserved Gothic architecture, magnificent cathedral, and lively Piazza del Campo, Siena offers a captivating glimpse into centuries of Italian history. Around every corner, you'll discover charming cafés, inviting shops, and breathtaking architecture that make this timeless city an unforgettable stop on our Tuscan adventure.

Roll up your sleeves and discover the secrets of authentic Tuscan cooking in a fun, hands-on culinary experience. Learn to prepare traditional Italian dishes using fresh, local ingredients, then sit back, relax, and enjoy the delicious meal we've created together. It's a wonderful opportunity to share laughter, good food, and a little Italian culinary magic with new friends!

Explore the villa's historic olive mill, where an ancient stone grinder is still in operation. Local experts will share the traditions of olive oil production and Tuscan winemaking before guiding us through a tasting of locally produced wines. Discover the rich flavors and centuries-old traditions that make Tuscany so special. Salute!

Discover the charm of Lucca, a beautiful Tuscan town known for its picturesque streets, historic landmarks, and impressive Renaissance-era city walls. Enjoy an optional leisurely bike ride or explore on foot, browsing charming boutiques, discovering hidden gems, and stopping at inviting cafés and local eateries. Whether you're cycling, shopping, or savoring delicious Italian specialties, Lucca is yours to enjoy!

The Villa's pool overlooking the hills is the perfect place to indulge in a rejuvenating break after a day spent exploring the rich Chianti region. The Impruneta terracotta paving surrounding the pool blends with the bright green of the olive grove and hills, disclosing a picture perfect landscape.

San Gimignano is a well-preserved medieval hill town in Tuscany, Italy, famed for its stunning towers and feudal architecture. It is often called the "Medieval Manhattan" because of its unique skyline, originally featuring up to 72 tower houses, of which 13 or 14 remain today as symbols of wealth and power from the Middle Ages

Throughout the week, we'll share unforgettable dining experiences featuring delicious Tuscan cuisine, exceptional local wines, and live music from Moors & McCumber. Surrounded by the breathtaking beauty of the Tuscan countryside, these special events promise wonderful food, laughter, music, and memories to last a lifetime!




Sold Out


Guests: 4 people
Classic Room - $4000 pp double occupancy
Deluxe Room - $4200 pp double occupancy
Junior Suite - $4800 pp double occupancy
Garden Suite - $4800 pp double occupancy
Family Suite - $4200 pp quad occupancy
Private Villa - $4200 pp quad occupancy
PAYMENT
Initial Payment: 50% due upon registration to reserve your room and your place on the tour, remaining 50% due Feb 1st, 2027.
Cancellation before April 12, 2027; Full refund minus $1,000 per person, which is non-refundable.
Cancellation between April 13 and June 15, 2027: If your spot is filled: Full refund minus $1,000 per person, which is non-refundable.
If your spot is NOT filled: 50% refund of amount paid.
Cancellation after June 15, 2027:
If your spot is filled: 50% refund of amount paid.
If your spot is NOT filled: No refund.
Recommendation:
We highly recommend acquiring travel insurance to protect against unforeseen issues that may lead to cancellation. These plans are affordable and may save you thousands if the need arises. If you have any specific questions or need assistance regarding this trip or purchasing insurance, please feel free to ask!
(1) Number of guests in your party
(2) Preferred room type
(3) Contact phone number