Travel is complicated these days—from navigating entry requirements and selecting the appropriate travel insurance to re-booking cancelled flights, we are here to buffer the stress and get you to and from your destination safely.

Planning your adventure is our priority! It's all about you and what will make your experience unforgettable. You can expect personalized and professional service at all steps in the process. Olsen-O'Leary Travels takes care of all the details and keeps track of all the moving pieces. Save yourself the time spent researching and reading online reviews - take advantage of our expertise instead.

What We Do

How We Design Your Adventure

  • Let’s work together to craft your perfect trip.

    We’ll start by understanding your travel preferences and goals. We’re excited to hear about your past destinations, your favorite regions, and what inspires your next adventure. Although we have many preferred itineraries, hotels, and experiences, it’s important for us to focus on what will make your trip truly special for you.

  • Once we understand your vacation preferences, we’ll use that insight to present you with a range of exciting possibilities. Our aim is to introduce you to new ideas and options you might not have considered. We’ll collaborate closely with you to fine-tune the perfect itinerary. By choosing us, you’ll benefit from our connections with premier travel providers globally. Based on your trip preferences, we’ll reach out to the right partners to craft exceptional options just for you.

  • After main reservations are made, we will continue to work behind-the scenes to ensure that the rest of your trip is planned to perfection - from travel insurance, expediting services, transfers, rental cars, dining reservations, spa treatments, activities & excursions, as desired.

  • Once we’ve crafted an experience you’re thrilled about, we’ll provide you with all of your documentation (emailed or delivered depending on location) to have on hand, as well as access to an online version of your itinerary, packing lists (if applicable), other important contact information, and everything you need to allow you to enjoy your adventure while leaving all the worries behind.

  • Nothing left to do now except relax & enjoy. Don't worry, you'll have all of our contact information in advance, in case you run into any issues, or have any questions during your trip.

  • We’ll reconnect after your trip to hear about your experience. One of the most rewarding parts of our work is hearing your travel stories. We’re eager to learn how you enjoyed the restaurant recommendations, what you thought of the guided activities, and if the unique excursion met your expectations. While we share many experiences from our own travels, we genuinely love hearing about your personal highlights and feedback.