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Hotel Monaci delle Terre Nere: A Sicilian dream

Hotel Monaci delle Terre Nere is more than just a boutique hotel. When Trip Designers Penny and Ilona arrived, they knew immediately it was a special place.

Words by our Trip Designer, Ilona

We were welcomed in true Italian style. The manager of the property, Nino, was all smiles as he took us to the center of the estate—a Baroque villa more than 200 years old, transformed into a stunningly modern and intimate space. A large bar was cozied right up on the side of an antique palmento wine press, the two, though from times apart, complimented each other perfectly.

Here, we listened to Nino as he told us the story of the owner, Guido, a qualified sommelier. He and his partner Ada had a clear vision and put their hearts into realizing their dream. Their passion for nature, organic architecture and sustainable living is evident throughout the property. Fresh vegetables direct to your table, together with herbs from the garden, wine and olive oil from the hotel’s own orchards and vineyards, local Zafferana honey, homemade marmalade and home-baked bread for breakfast make it an experience you won’t soon forget. Nino, while talking, grabs a couple of mandarins from the tree and tosses them our way. Sweeter than candy, filled with Sicilian sun. We could not resist and took another.

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“Let’s see the rooms!” We are zipping around in a golf cart, cruising past the vineyards and fruit orchards while getting a lesson in the passing flora and fauna. We stopped at a small house with a cute porch and walked in to find a room bathed in sunlight. The rays bounced off light wooden walls and through the large windows, you could see the vineyard spread out before you. Here, the rooms are all different, artistic yet with rustic elements like wooden beams or exposed black lava walls. The owners designed and curated all the interiors using their own collection of modern art and Italian designer furniture. Their unique taste and the attention to the detail put into every space makes this place so wholly original. Rooms are located throughout the entirety of the property, so staying there feels like having your own country-house—just with the best of modern amenities like your own sound system, air conditioning and wi-fi.

And did I mention the infinity pool? It overlooks the azure blue sea and bellies up to a stylish bar built into the stone-wall. We spent an afternoon here soaking up the sun and enjoying a glass of hand-selected Sicilian wines before our organic slow-food cooking class.
Time stops here. Warm hospitality and connection with nature makes this a unique place, which is close to impossible to leave.


If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.


Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.


These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.


On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself