Luxury Custom Travel Planning for Couples, Families, and Multi-Generational European vacations.
Our Services
We bring your travel vision to life through expert insight and trusted connections across Europe and beyond—crafting journeys that are both elevated and deeply authentic. Every bespoke itinerary is designed around what inspires you most. From exclusive upgrades and personalized recommendations to immersive experiences you won’t find online, we design unforgettable journeys that feel effortless from start to finish.
Luxury Travel Experiences Designed Specifically For You
Custom Travel Design
You deserve to feel the joy of travel long before you depart. At Windows on Travel, we remove the stress, time, and uncertainty of planning—offering true peace of mind that comes from knowing every detail has been thoughtfully handled.
With deep expertise and trusted connections across Europe, your journey unfolds effortlessly, allowing you to be fully present for the moments that matter most. Because the beauty of travel lies in the details that become stories, and the moments that become lifelong keepsakes.
Through our global partnerships with leading luxury hotels, villas, and on-the-ground specialists, our clients receive exclusive VIP benefits not available when booking online. Our clients receive exclusive VIP perks and upgrades, when available, through our affiliations.
what to expect
You deserve more than a one-size-fits-all trip. Through thoughtful conversation and years of insight, we design journeys that reflect your lifestyle and taste—from the pace of your days to the spirit of your experiences. Because the most meaningful journeys are the ones that are made just for you.
We believe confidence comes from knowing you’ve made the right choices. With our guidance, every recommendation is thoughtfully selected and backed by expertise to suit your style and expectations. And should the unexpected arise, we manage it so you can continue savoring the moment.
Exclusive VIP perks
Tailor-Made Experiences
Confidence in every detail
Explore Our Service Offerings
Luxury Travel advisory Services
No.
01
Custom Travel Planning
At Windows on Travel, we design fully customized itineraries tailored to you. We take the time to understand what matters most—how you like to travel, what brings you joy, and the experiences you want to have together. From selecting the right hotels and unique local experiences to coordinating seamless logistics, every detail is handled with care and expertise.
Through our trusted partnerships with Europe’s finest hoteliers, local tastemakers, and travel providers, we sure your journey feels effortless, personal, and thoughtfully curated from start to finish.
For Families, Couples & Small Groups
No.
02
Luxury Hotel Bookings
Our hotel consultation service includes up to three curated property recommendations and exclusive room rates tailored to your travel style. Once you’ve chosen your favorite, we’ll confirm the booking and secure the VIP treatment throughout your stay.
Enjoy early check-in, complimentary breakfast, and potential upgrades through our insider partnerships with Europe’s distinguished five-star and boutique four-star hotels.
Already have a hotel in mind? We can book it for you so you still receive our exclusive VIP perks and recognition—always at no additional cost.
GET THE VIP TREATMENT
No.
03
Luxury Ocean & River Cruise Bookings
We assist with booking luxury ocean and river cruises and can seamlessly arrange all of your pre- and post-cruise travel. Each journey is designed with your interests in mind—from tailored shore excursions enjoyed apart from the crowds to curated experiences that connect you more deeply with each destination.
Allow us to manage every element of your cruise reservation, from transfers to and from the embarkation point to personalized itinerary guidance based on your travel style. Whether on land or at sea, we ensure every detail is thoughtfully coordinated for an effortless and enriching journey.
GET THE VIP TREATMENT
No.
04
Curated Custom Travel Guides
Designed for explorers who’ve already booked their own stays or prefer a self-guided approach, our Curated Custom Guide delivers expert destination recommendations in a beautifully designed PDF. Tailored to your destination and travel style, it includes our favorite restaurants, boutiques, cultural highlights, and transport tips — the perfect companion for your own discovery.
Ideal for Airbnb guests, independent travelers, DIY planners, or those who value insider expertise but prefer to explore at their own pace.
learn more →
Our Process
If we’re a great fit to work together, you’ll submit payment for our Trip Planning Fee, which covers the time, research, and expertise devoted to creating your custom itinerary. Once confirmed, we’ll collaborate with our exceptional network of partners across Europe and beyond to design a bespoke itinerary tailored entirely to your travel style and desires—so you can sit back, relax, and look forward to what’s ahead.
02
Begin by completing our Trip Inquiry Form to share your travel vision. Next, we’ll arrange a complimentary 45-minute Discovery Call—a chance to meet, discuss ideas, and start designing your journey. Together, we’ll explore your travel style, preferences, and priorities, and walk you through how we’ll bring your trip to life seamlessly.
01
A few weeks later, you’ll receive your custom itinerary—a thoughtful design that brings your travel wishlist to life. After reviewing it, we’ll discuss your feedback and refine every detail until it feels just right. Once finalized, we’ll secure your deposit and stay in touch right up to departure, sharing tailored guidance, insider tips, and an easy-to-use app to keep your itinerary and travel documents at your fingertips.
03
Connect with us
01. Connect with us
Let's Make it Official
02. Let's Make it Official
Receive Your Custom Itinerary
03. Receive Your Custom Itinerary
Preview some of the perks & benefits you’ll receive throughout our time working together:
A bespoke itinerary filled with unforgettable, destination-specific experiences—curated through insider access and local expertise, often beyond what you’d ever find online.
Complimentary room upgrades (when available), VIP recognition, and thoughtful touches throughout your stay.
24/7 in-destination support, providing complete peace of mind and immediate assistance should anything unexpected arise while traveling.
A personalized mobile itinerary app housing all your travel details and documents in one convenient place—ensuring every connection, transfer, and experience flows seamlessly.
The freedom to be present, confident, and fully immersed in each moment without uncertainty or logistical stress.
Exclusive global connections with the world’s leading luxury hotels, trusted air specialists, private drivers, and top-rated local guides—ensuring every element of your journey meets the highest standard.
A few Important Things to Note About Us
Are We A Good Fit?
Please note that Windows on Travel is unable to assist with hotel reservations booked using points. If we don’t handle the booking directly, we’re unable to advocate on your behalf or resolve issues that may arise during your stay. You’re welcome to use points for airfare; however, we’re unable to manage or book flights reserved through loyalty programs.
For travelers booking hotels with points, we invite you to explore our Custom Curated Travel Guides—a perfect option for those who prefer to plan independently while still benefiting from our expertise and insider recommendations.
Bookings with Credit Card Points
Our tailor-made itineraries are a blend of countless details, expertly woven together to create one seamless trip.. Through our trusted in-destination partners, we have access to privately negotiated rates with the world’s leading hoteliers, travel suppliers, and tour operators—exclusive advantages we extend directly to our clients. While we can often provide a detailed breakdown of hotel rates, the remaining elements of your trip—such as private tours, transfers, and experiences—are presented as a single, comprehensive total. During the design phase, we’ll discuss your preferred investment range to craft an itinerary that perfectly balances your vision, priorities, and budget.
Line Item Itemization
At Windows on Travel, we don’t leave accommodations to chance. Online villa platforms often lack vetting or accountability, and listings aren’t required to meet any consistent standard of quality. For our clients interested in luxury hotel rentals, we exclusively partner with carefully vetted villas and private homes where we maintain direct relationships with the property managers and owners. This ensures every stay meets our expectations for excellence—so we can confidently stand behind the quality, service, and experience of each property we recommend.
airbnb & vrbo rentals
Windows on Travel Private Villa Services →
Windows on Travel Custom Curated Travel Guides →
Our expertise lies in designing and booking complete travel experiences, so we don’t currently offer itinerary-only consultations. However, if you know where you’d like to go but need help choosing the perfect place to stay, our Hotel Consultation Service is ideal. You’ll receive two to three personalized hotel recommendations, and we’ll secure your reservation with our exclusive VIP perks and added benefits.
Itinerary-Only Consultations
Windows on Travel Hotel Bookings →
As a high-touch luxury travel advisory, Windows on Travel is dedicated to thoughtful design over discounts. We always respect your preferred budget, but our priority is maximizing the value and richness of your experience—not chasing deals. Our goal is to ensure your travel investment translates into lasting memories, elevated experiences, and a journey that exceeds expectations in every way.
Budget Vacations
Please enter any additional details or requests.
Preferred room category or features
How many rooms and total guests per room?
Stay Dates
What hotel would you like to book with Windows on Travel?
Phone Number
Email Address
Full Name
Access our complimentary VIP benefits and perks—whenever you travel. Please fill in our form with your details below and we'll be in touch shortly.
Book Your Hotel with Windows on Travel
Thank you! We will be in touch shortly.
Please enter any additional details you'd like us to know.
Trip Dates
Destinations
How many people?
Phone Number
Email Address
Full Name
Fill in our form with your details below and we'll be in touch to send you a Trip Inquiry Form. Please note our email response hours are M-F 10 AM - 4 PM.
Your journey with Windows on Travel starts here.
Thank you! We will be in touch shortly.