At Roam Travel Explore, we believe the most unforgettable journeys are the ones thoughtfully designed around you. Whether you’re dreaming of a custom European escape, a once-in-a-lifetime adventure, an intimate retreat, or a curated group experience, we handle every detail with care and intention.
Your next adventure is waiting — let’s create something unforgettable together.

Alpine driving expedition across France, Italy, and Switzerland with mountain passes, gravel roads, luxury alpine stays, and safari-prepared Porsches.
10-day Curated Experience
Imagine winding through dramatic mountain passes, carving along hidden gravel roads, and crossing borders through some of Europe’s most spectacular alpine scenery—al
Alpine driving expedition across France, Italy, and Switzerland with mountain passes, gravel roads, luxury alpine stays, and safari-prepared Porsches.
10-day Curated Experience
Imagine winding through dramatic mountain passes, carving along hidden gravel roads, and crossing borders through some of Europe’s most spectacular alpine scenery—all from behind the wheel of a specially prepared Porsche
2026
September 16–25, 2026

Experience the thrill of driving rally-prepared Porsches across frozen lakes in the heart of Finnish Lapland.
2 Full Days of Personalized Arctic Ice Driving
Spirit of Speed Arctic blends world-class ice driving, personalized instruction, luxury Nordic accommodations, and unforgettable Arctic scenery into a truly one-of-a-kind winter adventu
Experience the thrill of driving rally-prepared Porsches across frozen lakes in the heart of Finnish Lapland.
2 Full Days of Personalized Arctic Ice Driving
Spirit of Speed Arctic blends world-class ice driving, personalized instruction, luxury Nordic accommodations, and unforgettable Arctic scenery into a truly one-of-a-kind winter adventure.
A once-in-a-lifetime experience designed for driving enthusiasts and adventure seekers alike.
2027
January 14-17, 2027 (1 car available)
January 26-29, 2027 (3 cars available)
February 17-20, 2027
(3 cars available)
February 20-23, 2027
February 26 – March 01, 2027

An Extraordinary Driving Expedition Through Morocco
8-Day Luxury Driving Expedition through Morocco
Over eight unforgettable days, you'll navigate nearly 1,800 kilometers of Morocco's most spectacular roads and off-road terrain.
From winding mountain passes and Hollywood-famous landscapes to sweeping desert dunes and hidden oases, each sta
An Extraordinary Driving Expedition Through Morocco
8-Day Luxury Driving Expedition through Morocco
Over eight unforgettable days, you'll navigate nearly 1,800 kilometers of Morocco's most spectacular roads and off-road terrain.
From winding mountain passes and Hollywood-famous landscapes to sweeping desert dunes and hidden oases, each stage has been carefully designed to combine exhilarating driving with authentic cultural experiences.
2027
March 10 - March 17, 2027

This extraordinary safari goes beyond simply seeing wildlife—it invites you into their world.
10-Day Immersive Safari Through Namibia
Trade ordinary travel for something truly extraordinary. Join us for an intimate, once-in-a-lifetime safari experience deep within the breathtaking wilderness of Namibia’s Mount Etjo region.
This is not your
This extraordinary safari goes beyond simply seeing wildlife—it invites you into their world.
10-Day Immersive Safari Through Namibia
Trade ordinary travel for something truly extraordinary. Join us for an intimate, once-in-a-lifetime safari experience deep within the breathtaking wilderness of Namibia’s Mount Etjo region.
This is not your traditional safari—this is a rare opportunity to experience Africa through conservation, connection, adventure, and unforgettable encounters with wildlife.
2027
April 22 - May 1, 2027

Namibia is an exclusive 13-day driving expedition through a land of striking contrasts—where vast deserts meet the Atlantic Ocean, towering dunes rise from ancient sands, and wildlife roams freely across some of the world’s most remote wilderness.
13-DAY Luxury Drive Through Namibia
2027
May 6-18, 2027

A Once-in-a-Lifetime Porsche Driving Expedition Through the Last Himalayan Kingdom
10-Day Immersive Drive Through Bhutan
Behind the wheel of a specially prepared Safari Porsche, you'll navigate winding mountain roads, cross dramatic Himalayan passes, discover remote villages, and experience a country that measures success through G
A Once-in-a-Lifetime Porsche Driving Expedition Through the Last Himalayan Kingdom
10-Day Immersive Drive Through Bhutan
Behind the wheel of a specially prepared Safari Porsche, you'll navigate winding mountain roads, cross dramatic Himalayan passes, discover remote villages, and experience a country that measures success through Gross National Happiness rather than economic growth.
2027
September 13–22, 2027
September 27–October 6, 2027

An Extraordinary Driving Expedition Deep Through the Himalayas
10-Day Drive Through Upper Mustang, Nepal
One of the world's most extraordinary driving expeditions, taking you deep into the remote Upper Mustang region of Nepal—an ancient Himalayan kingdom where towering peaks, sacred temples, dramatic canyons, and centuries-old Tibetan cu
An Extraordinary Driving Expedition Deep Through the Himalayas
10-Day Drive Through Upper Mustang, Nepal
One of the world's most extraordinary driving expeditions, taking you deep into the remote Upper Mustang region of Nepal—an ancient Himalayan kingdom where towering peaks, sacred temples, dramatic canyons, and centuries-old Tibetan culture create an experience unlike anywhere else on Earth.
2027
October 10-19, 2027

The Tuscan Wanderer is a thoughtfully curated week in the heart of Tuscany designed for WOMEN craving connection, beauty, rest, and a return to themselves.
We’ll spend 7 nights together in a private Tuscan farmhouse reserved exclusively for our intimate group, moving slowly through Italy the way it was meant to be experienced—unhurried, m
The Tuscan Wanderer is a thoughtfully curated week in the heart of Tuscany designed for WOMEN craving connection, beauty, rest, and a return to themselves.
We’ll spend 7 nights together in a private Tuscan farmhouse reserved exclusively for our intimate group, moving slowly through Italy the way it was meant to be experienced—unhurried, meaningful, and deeply immersive.
Mornings begin with yoga overlooking the countryside, gourmet breakfasts, and slow starts among olive trees. Our days unfold with the kind of magic we rarely make space for anymore: basking in the thermal waters of Tuscany, wander the timeless streets of local villages, horseback riding through the countryside, wine tastings at breathtaking vineyards, and poolside afternoons with nowhere to be. We’ll learn to make pizza in Pienza, gather for private cooking classes at the farmhouse, linger over aperitivo at sunset, and share candlelit dinners filled with laughter, connection, and stories that somehow feel easier to tell in Italy.
2027
May 23rd -30th, 2027
October 1st - 8th, 2027 (SOLD OUT)
October 8th - October 15th, 2027
(2 SPOTS OPEN)
€ 4,550 Euros per guest

The Total Tuscany experience is our signature, fully curated journey through the heart of Tuscany.
7-Night / 8-Day Curated Tuscany Experience
A fully designed journey from arrival to departure — including accommodations, private transportation, dining, and a thoughtfully curated selection of immersive experiences. Every detail is tailored
The Total Tuscany experience is our signature, fully curated journey through the heart of Tuscany.
7-Night / 8-Day Curated Tuscany Experience
A fully designed journey from arrival to departure — including accommodations, private transportation, dining, and a thoughtfully curated selection of immersive experiences. Every detail is tailored to your pace, preferences, and style of travel.
2026
November 4 – November 11, 2026
2027
May 12 – May 19, 2027
May 26 – June 2, 2027
June 9 – June 16, 2027
June 23 – June 30, 2027
July 14 – July 21, 2027
July 28 – August 4, 2027
September 1 – September 8, 2027
September 22 – September 29, 2027
October 6 – October 13, 2027
October 20 – October 27, 2027
November 3 – November 10, 2027

The Amazing Amalfi experience is a fully curated retreat along the Amalfi Coast.
This fully hosted, all-inclusive
• 7-Night / 8-Day Curated Luxury experience along the Amalfi Coast
A curated journey - including luxury accommodations, private transportation, exceptional dinners, private boat to Capri, exclusive food, wine and cultural ex
The Amazing Amalfi experience is a fully curated retreat along the Amalfi Coast.
This fully hosted, all-inclusive
• 7-Night / 8-Day Curated Luxury experience along the Amalfi Coast
A curated journey - including luxury accommodations, private transportation, exceptional dinners, private boat to Capri, exclusive food, wine and cultural experiences and guided excursions. Every detail is customized to your style of travel.
2027
April 24 – May 1, 2027
September 11 – September 18, 2027

Full Service Luxury Travel planning. We will customize and plan your entire trip from start to finish, Airfare,
Accommodations, Activities, Vehicle Rental, multiple revisions, end-to-end planning from concept to departure.
Starting at $500

A la Carte Travel planning. We will help you plan your trip by offering destination suggestions, cities to visit, accommodations, activities, things to do and prepare a personalized schedule for you.
Starting at $250

We will plan and book the perfect Cruise to suit your travel needs.
Select from
Adventure,
Luxury, Family and
River Cruises
My husband and I have known Simon for over 20 years, so we already knew he was an incredible person—but experiencing a trip curated by him took our appreciation to a whole new level. Our recent trip to Dubai was, without a doubt, beyond amazing. Every single detail was flawlessly coordinated, allowing us to just relax and take in the magic of it all.
The itinerary Simon put together was a perfect blend of bucket-list landmarks and unforgettable experiences. From taking in the breathtaking views at the Burj Khalifa and lounging at Zeta Seventy Seven, to the thrilling Desert Safari and the mind-blowing Museum of the Future, every single day felt intentional and spectacular.
But what made this trip truly unforgettable wasn't just the iconic locations—it was the people. The group dynamic was incredible, and the lifelong friends we made along the way made the journey even more special.
Simon doesn't just book trips; he crafts experiences that stay with you forever. We are already counting down the days and looking forward to our next curated adventure with Simon in 2027!
If you want a travel experience that goes above and beyond the ordinary, look no further than Roam Travel Explore.
- Longhitano's
If you are looking to book a dream vacation, I highly recommend Simon. Roam Travel Explore organized an incredible trip for our group of six to the UAE and truly went above and beyond to tailor every detail to our personal tastes.
We started off in Dubai with a bang at "Dinner in the Sky," suspended 165 feet in the air where we could take in the sunset over the water. The rest of the trip was just as amazing:
- Visiting Hyper Car factories
- Staying in five-star hotels
- Watching the sunrise over a wildlife preserve
- Playing in the desert with camelback riding and dune-bashing
- VIP treatment at Zeta Seventy Seven. A private club on the 77th floor of The Address Beach Resort, complete with our own cabana, incredible food and the world’s highest infinity pool
We wrapped things up on our final day with a 2-hour trek to Abu Dhabi visiting the Spice Markets, The Grand Mosque, and the Presidential Palace. Needless to say I came back with hundreds of pictures!
Simon definitely goes above and beyond to tailor your dream vacation. To anyone looking to travel: Book with confidence!
M Fargo
Simon and his team planned a wonderful family heritage trip for us as we explored our roots in Italy. We spent the week in Rome, where we arrived to a private driver and enjoyed an entire week of fully private tours and experiences that fully immersed us in the fascinating history of the city. We took a day trip to Tuscany, explored medeival towns, had an incredible lunch and wine tasting at a 5th generation winery with astonishing views, and overall, had a trip that none of us will ever forget.
Communication was stellar, every guide was a human encyclopedia, and we returned home just wanting more of it all.
We will be contacting Simon to plan our next trip and highly encourage everyone to do the same.
The Sama Family
My wife and I were planning our first trip to Italy when a friend suggested I reach out To Simon. Best decision ever! Simon was so attentive and knowledgeable that I basically handed him the reins to our Italy trip.
He booked our hotels in three different cities, as well as cars, tastings, and dinners. His recommendations were spot on, and the trip had that VIP feel about it.
On a personal note, we had the opportunity to meet Simon for a quick hello, which turned into an incredible wine tasting and dinner. Thank you again Simon for putting so much attention to our trip, and ensuring we had one for the memory books.
Looking forward to the next one.
M & L Jacobs
This was my first experience using an International Travel Agency, so I reached out to Simon Trumper, who was highly recommended from family and friends.
I explained that I wanted to visit Venice, Florence, as well as enjoy a cooking class and wine tasting in the beautiful Tuscan Countryside and last stop in Rome but I had only 5 days!
I also requested walking tours and museums in each City we would visit.
Our beautiful Hotels were located in the heart of each City, walking distance to restaurants, shopping and historical sites.
Our wonderful trip through Italy was flawless from beginning to end!
Absolutely unforgettable!
Thank you for a beautiful vacation!
Bobbie
We just back from our trip and it was an amazing trip to Venice, Florence, and Rome, and it was all thanks to Roam Travel Explore. They planned the whole itinerary specifically for our trip and made everything so easy.
The hotels, transportation, and recommendations were perfect, and we loved how smoothly everything flowed between cities. It allowed us to just relax and enjoy Italy without worrying about the details.
It was truly one of the best travel experiences we’ve had, and we’re so grateful for the care that went into planning it. Highly recommend them if you want a well-planned, stress-free trip.
I highly suggest Simon and his team!
B Bryant
It was my first time traveling to Italy and I wouldn’t have been able to navigate and see everything that I wanted to without the help of Simon and Brigitta. Simon was amazing with his guidance and recommendations on tours, setting up our stays in various locations made our trip seamless. He is a great source of knowledge, knowing the lay of the land and being able to offer advise on dining and sites to see. We especially enjoyed our Tuscany excursion/wine safari it was a definite favorite and highly recommended. Simon was accessible and helpful throughout our trip which put us at ease being out of our environment and in a foreign country. Looking forward to having Simon plan our next adventure.
D Auclair
Simon was extremely attentive to our FULL wish list and creatively offered a variety of options for us to choose. He provided us with a strong sense of support and autonomy throughout the entire process. Not to mention - showing up and executing the itinerary we designed was priceless! So many lifelong memories were created by booking through Simon. Thank you!
R & K Rutecki
Have done about 4 trips with Simon and beyond the best trips ever… I used to travel 6 times a year on vacation and now 2 times with Simon. The trips are so full and well organized that it makes you feel like you see the whole world in such a short period of time. I will never take another trip without Simon involved.
Simon Mashkovskiy
Simon arranged the most spectacular road trip beginning in Napa, California. We visited the coast, redwoods, national parks, Lake Tahoe and Yosemite. All of our accommodations were wonderful. We didn't want it to end. First class!
L & C Ungles
We had an amazing World Tour thanks to Simon Trumper who arranged our trip. We traveled to England, Paris, Spain and Italy. So thankful for this trip, new friends and memories made. I know I will be in contact with Simon from Roam, Travel, Explore to help with all my future travel plans. Be sure to reach out to my guy Simon.
M. Harris
We have been on several road trips organized by Simon and his team and on each occasion it was perfect. The hotels were very comfortable and well situated, the Resturant’s exquisite, seanery breathtaking and we made many new friends along the way. Simon created a daily drive that took us through mountains, valleys and places we would never have seen if it were not for the local knowledge by Simon. We can’t wait for the next drive where ever it might take us.
T & C Borchard
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