Imagine Uruguay
Discover the understated charm of Uruguay on this easy-going classic self-drive itinerary. At your own pace take in the sights and sounds of Uruguay’s bucolic countryside whilst staying at traditional estancias, visit the country’s vibrant urban areas, and enjoy its gorgeous rugged unspoilt coastline.
Journey highlights
- Imagine itinerary:Rooted in the culture, history and people of a destination, our Imagine Journeys offer premium hotels and experiences with an emphasis on discovering the best the locals can offer
Our tailor made journeys include:
- Your dedicated Travel Consultant who will take care of arrangements
- Private international airport transfers in destination
- Your own private, English-speaking local guides
- Unique experiences, hand-picked by our Journeys team
- Entrance to must-see local sites
- Dedicated 24/7 team providing in-country support and guidance
- Complimentary access to My Scott Dunn – industry-leading travel app providing pre-departure information and in-journey support
Itinerary
Fly to Buenos Aires
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At a Glance
Arriving in Buenos Aires, you will be met and transferred to your hotel in the heart of Palermo, the city’s most trendy neighbourhood. Step outside your hotel and you’ll find some of the hippest restaurants and wine bars, or head into the vibrant city centre to discover the capital’s iconic landmarks, grand museums and side streets brimming with local charm and the odd open-air tango performance.
Where to stay
CasaSur Palermo (2 nights)Alternative Places to Stay Nearby
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At a Glance
The following morning, you’ll hop onboard a ferry for the short trip across to Uruguay, where your introduction to this charming laidback country is Colonia Del Sacramento, a UNESCO world heritage site. Stroll through the cobbled streets of this picturesque photogenic town whilst admiring the colonial architecture of its buildings and enjoy leisurely lunches out on its leafy plazas.
Where to stay
Charco Hotel (2 nights)Alternative Places to Stay Nearby
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At a Glance
After breakfast, jump in your rental car and head towards the capital, arriving at your boutique hotel in one of the city’s most exclusive neighbourhoods just in time for lunch. There’s plenty to see and do in Montevideo, we recommend visiting the buzzing port market where you can feast on juicy cuts of meats grilled in front of you. There are also a number of fascinating museums, namely the Carnival Museum (which depicts Montevideo’s less famous but by no means less raucous celebrations to rival Rio’s) and the Andes Museum (which vividly recalls a tragic plane crash and the harrowing tale of its survivors).
Where to stay
Alma Histórica Boutique Hotel (2 nights)
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At a Glance
It’s an easy drive along the coast from Montevideo to the charming seaside village of Jose Ignacio. This hip little place offers a great escape from city life, where you can enjoy spectacular golden beaches, sunny coastal walks and some fantastic dining options with views out over the Atlantic Ocean. We’ve chosen a cool little hotel that serves you a delicious breakfast wherever you’d like to take it each morning, and there are complimentary bikes to help you explore the scenic coastline.
Where to stay
Posada del Faro (3 nights)Alternative Places to Stay Nearby
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Alternative Places to Stay Nearby
Fly home
Price Guide: (per person based on double occupancy and includes international flights)
Departing |
Price from*
|
Deposit from * | Enquire |
---|---|---|---|
October 2025 | SGD $6,300 | SGD $900 | plan your trip |
November 2025 | SGD $6,800 | SGD $1,000 | plan your trip |
December 2025 | SGD $7,300 | SGD $1,100 | plan your trip |
January 2026 | SGD $7,300 | SGD $1,100 | plan your trip |
February 2026 | SGD $7,300 | SGD $1,100 | plan your trip |
March 2026 | SGD $6,800 | SGD $1,000 | plan your trip |
April 2026 | SGD $6,800 | SGD $1,000 | plan your trip |
May 2026 | SGD $6,300 | SGD $900 | plan your trip |
June 2026 | SGD $6,300 | SGD $900 | plan your trip |
July 2026 | SGD $6,800 | SGD $1,000 | plan your trip |
August 2026 | SGD $6,800 | SGD $1,000 | plan your trip |
September 2026 | SGD $6,300 | SGD $900 | plan your trip |
-
October 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,300
Deposit from*SGD $900
-
November 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,800
Deposit from*SGD $1,000
-
December 2025
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $7,300
Deposit from*SGD $1,100
-
January 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $7,300
Deposit from*SGD $1,100
-
February 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $7,300
Deposit from*SGD $1,100
-
March 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,800
Deposit from*SGD $1,000
-
April 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,800
Deposit from*SGD $1,000
-
May 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,300
Deposit from*SGD $900
-
June 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,300
Deposit from*SGD $900
-
July 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,800
Deposit from*SGD $1,000
-
August 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,800
Deposit from*SGD $1,000
-
September 2026
Price from *
- Pricing is a guideline only, is based on two people sharing and excludes special offers.
- Travel over peak periods (e.g. Christmas, New Year, festivals and other public holidays) can affect prices considerably, as can exchange rates, flight class and room type.
- Solo traveller pricing is available upon request.
SGD $6,300
Deposit from*SGD $900
- plan your trip
Experiences in this tour






We design each itinerary around you, so this suggested itineraryis a starting point that we can tweak or transform into something completely bespoke to you. Call us on 212 372 7009 to start planning your holiday.
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