Overview & Highlights
Discover the charming countryside, delicious local wines and dramatic golden coastline of Uruguay on this relaxing self-drive holiday. You’ll stay at a family-run winery a welcoming estancia and enjoy sights of wild beaches, undulating pastures and thriving birdlife.
- Wine tasting
- Explore Montevideo
- Self-drive to Uruguay's beaches
You may not have thought of visiting Uruguay, but this laid-back rural oasis of wild beaches, rolling pastures and friendly estancias makes for a uniquely relaxing holiday. With the freedom of your own hire car and blissfully quiet roads, travel at your own pace between the delightfully varied accommodation we have pre-booked for you: a welcoming farm lodge, an authentic family-run winery and a laid-back hotel on the coast.
Begin your stay in the fertile vineyards and verdant countryside just outside Montevideo. Explore the vibrant capital or take an optional excursion to Uruguay’s oldest and prettiest colonial town, Colonia. With your hire car, drive on to Rocha, a remote and beautiful region boasting wild sand dunes, shimmering lagoons and a multitude of birds. After a few days in this natural haven, you’ll continue to the chic beach town of José Ignacio with its al fresco restaurants, upscale boutiques and charming low-key atmosphere.
Arrive in Montevideo and transfer to your hotel in the vineyards.
Sample the local wines, explore Uruguay’s capital.
Take an optional excursion to Colonia.
Collect your hire car and self drive to remote estancia near the coast.
At leisure to relax and take scenic drives to nearby coastal reserves and beaches.
Self-drive to chic resort of José Ignacio.
At leisure in José Ignacio.
Self-drive to Montevideo airport.
What our clients say
97% of our clients rated their experience with us as Excellent or Good.
Very efficient with the booking process and very helpful with his service throughout. Adam was always prompt and helpful in answering all our questions prior to departure.IR, London
Tailor made holiday
Our specialists have been expertly crafting award-winning tailor-made holidays to Latin America for 40 years. We would be delighted to create a truly personalised trip which perfectly matches your wishes and requirements.
Mary Anne Nelson - Travel Consultant
Born in the Atacama Desert in northern Chile, Mary’s insider knowledge and dry sense of humour make her a highly valued member of the Tailor-made team.
Things to do
We proudly offer the widest range of activities, excursions and one-of-a-kind experiences across all our destinations, tried and tested personally by our travel experts.
Browse our unrivalled portfolio of accommodation . Every option has been carefully chosen by our team of travel experts, so you can rest assured that you’ll relax in utter comfort.
Inspired by this trip
Our exciting range of articles on Latin America explore everything from iconic destinations and lesser-known cultural gems to delicious traditional recipes. You’ll also find exclusive travel tips, first-hand client reviews and the chance to get your personal questions answered by our travel experts.
Your edit for Latin American inspiration
Our exciting range of articles on Latin America explore everything from iconic destinations and lesser-known cultural gems to delicious traditional recipes. You’ll also find exclusive travel tips, first-hand client reviews and the chance to get your personal questions answered by our travel experts.View Extraordinary Inspiration
Holidays Trailblazer Uruguay
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Real Latin America Experts
Kathryn Rhodes - Travel Consultant
Kathryn backpacked across Argentina, Chile, Bolivia and Peru before joining us. She has a degree in Philosophy and French and is a keen netball player.
Carrie Gallagher - Travel Consultant
A former JLA tour leader, Carrie brings a wealth of on-the-ground experience to our London-based Escorted Groups team.
Sophie Barber - Travel Consultant
Sophie lived in Chile before joining us and has travelled extensively across Latin America, from Mexico to the furthest tip of Patagonia.
Ben Line - Travel Consultant
Ben fell in love with Latin America on a six month backpacking trip from Colombia to Mexico in 1995. Since then he has explored most of South America, including living in Peru for a year. He is now Manager of the Tailor-made Department.
Hannah Waterhouse - Travel Consultant
Hannah had an early introduction to Latin America when her family moved to Ecuador and she returned to study in Buenos Aires for a year before backpacking across the continent.
Evie Oswald - Travel Consultant
It’s hard to believe that Evie has had time to cram so much in to her life so far. Having lived as a child in the Americas and Europe she found herself immediately attracted to Latin America.