Tripmasters Private Guided Vacations: Luxury for Less
Indulge in tailored, high-end travel designed exclusively for you and your party.
Higher-End Stays
Stay in elevated accommodations selected for superior comfort, quality service, and prime locations.
Private Experiences
Enjoy exclusive tours and activities thoughtfully designed around your interests and pace.
Premium Transportation
Travel seamlessly with high-comfort, door-to-door private transfers and premium train options.
Tripmasters Chauffeured Collection
Travel between destinations in comfort and style with your own private driver. Beyond stress-free door-to-door service, our chauffeured packages include stops at charming towns, local attractions, and UNESCO World Heritage Sites along the way.
Let your journey become an unforgettable experience as our friendly local drivers share their insights and tips on what to do at your destinations. With our door-to-door service, you can sit back and enjoy the ride while we handle the driving, allowing you to discover unique destinations you may otherwise miss – all while avoiding the time and hassle of airport check-in.
- Private car transfers between destinations
- Stops at charming towns and local attractions
- Visits to UNESCO World Heritage Sites
- Friendly local drivers sharing insights and tips
- Door-to-door service for maximum comfort
- Avoid the time and hassle of airport check-in
Curated, Yet Customizable
With Tripmasters, you receive a professionally curated itinerary that you can take anytime you choose, while still having the option to customize hotels or activities if something else catches your eye. Our private guided vacations deliver the same level of luxury offered by top-tier travel agencies, but at a significantly lower price. We invite you to compare and see the difference.
Exclusive Rome – Florence – Venice
Chauffeured Collection
This exclusive and easy-to-customize vacation package perfectly introduces fascinating Italy with visits to some of its most iconic and historic cities. Explore engaging Rome, captivating Florence, and enchanting Venice.
Exclusive Prague – Vienna – Budapest
Chauffeured Collection
This exclusive and easy-to-customize vacation package showcases three UNESCO-listed capital cities of Central Europe: Prague, Vienna, and Budapest. Get to know each city in depth while discovering their opulent architecture and deep-rooted history.
Exclusive Arenal – Monteverde – Manuel Antonio
Chauffeured Collection
Live La Pura Vida that Costa Rica is famous for! Find yourself in awe of the mighty Arenal Volcano, the lush and diverse Monteverde Cloud Forest, and the beautiful beaches in Manuel Antonio (Quepos), three of Costa Rica’s most popular destinations!
Exclusive Lisbon and Porto Experience
Chauffeured Collection
Lisbon and Porto are two cultural and historical powerhouses; from being home to the Portuguese monarchy to launching the careers of the world’s greatest explorers, it’s no wonder Portugal has such a wealth of UNESCO World Heritage Sites!.
Exclusive Rome – Sorrento – Amalfi
Chauffeured Collection
Discover enchanting Italy with a unique, customizable guided journey, including visits to its most iconic and historic cities. The ‘Eternal City,’ Rome, greets you before you travel by private car to Sorrento and mesmerizing Amalfi. En route between cities, you’ll have the opportunity to visit mighty UNESCO World Heritage Site at Pompeii (entrance tickets not included) and charming Positano.
Exclusive Marrakech – Casablanca – Fez
Chauffeured Collection
The captivating mystery of Morocco draws visitors into this customizable, privately chauffeured vacation package. Discover vibrant Marrakech, Casablanca, a modern gem by the sparkling Mediterranean coastline, and Fez where the imperial energy of the former capital still buzzes in its stunning architecture. You will also have the opportunity to visit UNESCO World Heritage Sites El Jadida and Volubilis during your privately chauffeured transfers between cities.
Travel Independently – Travel Confidently
Four decades of expertise. Millions of custom vacations. One commitment: your satisfaction.
40+ Years of Expertise
Helping independent travelers design meaningful, personalized vacations worldwide.
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Trusted across Trustpilot, Google, and our internal review platform.
Independent – But Never Alone
Our expert team handles logistics and support so you can focus on the journey.
Whether it’s your first custom itinerary or your next great adventure, you can travel smarter, deeper, and more confidently with Tripmasters. You’re traveling independently – but you’re never on your own.
Let’s make your next vacation truly unforgettable.