Luxury Travel Advisor Services & More Vacation Rentals

Luxury Travel Experiences from The Wine Stay is here — from Napa Valley and Sonoma County all the way to the Hawaiian Islands

Hi friends, we’re incredibly excited to share the news that our luxury travel offerings have expanded! To start with, our 5-star personal concierge services have been enhanced to include full-service travel planning. That means you will now have access to a Personal Travel Advisor to help with all your travel needs — including personalized recommendations for your accommodations, tailor-made itineraries based on your preferences, transportation coordination, and more.

Plus, we understand how important it is to have the right home, in the right location, with the right amenities. 25 additional luxury vacation homes in the California Wine Country are now available to choose from, and we’ve added an exclusive selection of nearly 300 luxury villas on the Hawaiian Islands into our offerings!

Ready to start planning? Click here.

Luxury Travel Services in California and Hawaii

Let’s Create Your Custom Experience: All About Our New Luxury Travel Advisor Services

Stress-free vacation planning? Yes, please! We handle it all so that you can enjoy the entire experience from beginning to end. No request is too big or too small for our team — from custom wine tours and private chefs to boat charters and luaus in Hawaii, we’ll unlock the endless possibilities for your luxury escape. All you need to do is tell us your preferences, approve your itinerary, and show up for a once-in-a-lifetime getaway! 

No matter if you’d like to be hands-off or hands-on during the planning phase, all the details are meticulously arranged so you can embark on your next journey knowing everything has been taken care of! You can rest easy knowing your Personal Travel Advisor is always available to assist with any of your requests before, during, and after your trip. And, there’s no need to keep up with multiple contacts or worry if you forgot to coordinate a specific activity or transportation; we have you covered.

Luxury Vacation Villas in Hawaii

How Does It Work? Elevating life through curated travel experiences

Your Personal Luxury Travel Advisor will be working directly with you to achieve your vacation dreams — whether that’s visiting Napa Valley, Sonoma County, or the Hawaiian Islands. Once we have an understanding of your style and interests, we’ll plan your days with the perfect blend of luxury, culinary delights, activities, and culture. 

Don’t know what destination is right for you? That’s where our travel expertise and knowledge shines! We’ll even help you decide the best location for your upcoming vacation based on your vision.

Complimentary List of Handpicked Luxury Vacation Accommodations
Once you reach out to us and tell us your preferences, we’ll begin curating a list of luxury vacation homes that will meet your needs. Alongside our signature vacation homes and expanded portfolio in California’s Wine Country, we now offer a large selection of handpicked private accommodations throughout the Hawaiian Islands — including Maui, Big Island, Kauai, and Oahu!

To get your custom list of recommended luxury vacation homes, we ask that you either reach out to us directly by phone or email. You can also fill out the form on the next page to request more information. 

Tailor-made Itineraries Just for You
What to do? What to see? Your Personal Luxury Travel Advisor will craft a customized itinerary with recommendations for things to do, places to visit, activities to enjoy, and places to eat! Let our sommelier personalize a boutique vineyard tour and taste the finest wines available in Napa Valley. Charter a catamaran or sailing vessel for the day and experience life on the water in Hawaii. Take advantage of the comfort of your luxury vacation home by having a private 5-star chef prepare meals with custom menus and locally sourced ingredients. Deepen your yoga practice with private instruction at your accommodations. The possibilities are truly endless. We inspire an unforgettable experience that elevates the quality of your luxury vacation, and your life! 

Transportation Coordination
How to get there? We coordinate all of the logistics of your arrival, your return home, and everything in between — from airline reservations and private jet charters to limousine arrangements and other ground transportation. 

Additional Concierge Services for a White Glove Travel Experience
We also provide services to ensure you have everything you need, when you need it. Again, no request is too big or too small! Have something in mind? Let us know. Standard services include:

  • Grocery delivery and refrigerator stocking
  • Mid-stay or daily housekeeping services
  • Adventure equipment rentals: from bicycles in the Wine Country to beach gear in Hawaii
  • Baby equipment: cribs, strollers, pack-n-plays, and more 
  • Gift shopping & holiday baskets
  • Special event planning including cocktail soirees, unique celebrations, and family reunions
  • Professional photography for family portraits, engagement sessions, and more
Get Started Now

Meet Mike: Our Luxury Travel Advisor Aficionado

When not experiencing wine and fine dining in Northern California, where he now calls home, you will find him visiting tropical destinations in the Caribbean, Mexico, or returning to his birthplace of the Hawaiian Islands! He loves finding and sharing off-the-beaten-path treasures and local authentic gems with others. Having visited over 100 locations worldwide, he has developed very high standards and honed his skill in finding the best of the best — whether that’s unearthing authentic gems within a destination or pinpointing world-class luxury villas with private chefs, yoga instructors, massage therapists, and everything in between.

When you’re ready to travel to Napa Valley, Sonoma Country, and beyond, he’s here to make your travel dreams a reality! Simply fill out the form, and we’ll be in touch with you soon.