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
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![Manchester United]()
View ExperiencePrivate Manchester United Football Stadium Tour
Guests will embark on an exclusive private tour of Old Trafford, the iconic home of Manchester United.
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![Sauna and cold pool]()
View ExperienceLaugarás Lagoon Sanctuary of Wellness
Laugarás Lagoon represents the pinnacle of Iceland's geothermal wellness experience, where pristine mountain vistas meet the artistry of nature's own thermal springs.
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![Reykjavik]()
View ExperienceReykjavík Walking Tour
Discover Reykjavík’s charm on a guided walking tour through its historic streets. Stroll past colorful houses, iconic landmarks like Hallgrímskirkja and Harpa Concert Hall, and hidden gems that showcase the city's vibrant culture.
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![Monk Experience]()
View ExperienceSpiritual journey with Hermit Monks
Enjoy an insider's tour of the birthplace of Buddhism and engage in meaningful interactions with a resident monk, and conclude with experiencing herbal tea and traditional snacks.
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![Liverpool district tour]()
View ExperiencePrivate Liverpool Historic Dock District Tour
A visit to this historic dock in Liverpool promises a captivating blend of history, culture, and waterfront charm, with stunning architecture, world-class museums, vibrant galleries, and trendy restaurants
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![Peko Trail Experince]()
View ExperienceThe Pekoe Trail
Embark on the Pekoe Trail, Sri Lanka's first long-distance hike from Hanthana to Nuwara Eliya, guided by a local expert, as you traverse stunning tea plantations, iconic landmarks, and diverse landscapes.
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![Manchester]()
View ExperiencePrivate Walking Tour
Explore Manchester's dynamic past and present on a private walking tour with an expert local guide.
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![Mini Cooper Tour of London]()
View ExperiencePrivate Tour of London by Classic Mini Cooper
London is a city of grand architecture, glittering landmarks and timeless stories but there is something magical about discovering it from behind the wheel of a car that’s every bit as iconic as the capital itself.
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![Solar Eclipse]()
View Experience2026 Solar Eclipse - Fisherman's Village
Experience the rare total solar eclipse visible from Reykjavik for the first time since 1433. Celebrate in Álftanes, a charming village just 15 minutes from the city centre, offering stunning sea views.
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 +65 6028 0820 to start planning your holiday.
Why Scott Dunn for Luxury Tours?
Unique to You
- We listen to your travel goals and craft unique trips that are bespoke to you.
- We’re with you every step of your life’s travel journey, from honeymoons to family trips and beyond.
Seamless Service
- Global offices in the UK, US, Singapore, and Hong Kong for 24/7 seamless service.
- We offer flexibility if your plans change so you can book with confidence and peace of mind.
Carefully Curated Collection
- We’ve curated an elevated collection of accommodation, experiences, and guides.
- Committed to fostering close global relationships to continue bringing you unique experiences.
Luxury in Every Sense
- We deliver a sense of luxury that matters most to you.
- Awarded Condé Nast Traveller’s Top Travel Specialists in the World 13 years in a row.