Trip Planning

Trip Planning

With Olive Tree Escapes, your trip is tailor made to your individual needs and interests. Nothing is final until you are completely satisfied with your proposed itinerary.

Plan Your Trip

What goes into your custom itinerary?

From your initial request to your departure date, everything is crafted just for you.

Unlimited Customization

From personalized travel tips, to ensuring your dietary needs are met. Nothing is final until you are satisfied.

Day By Day Itinerary

You will receive a printed and digital itinerary with all activities, vouchers, and confirmations gathered in one place.

Local Support

A representative in Italy and Croatia will be available to assist you for any immediate needs while you are abroad.

Request a Trip

    Where do you want to go?

    Check all that apply.


    Ex. guided tours, wine tastings, family-friendly activities, any must-see cities, etc.

    Travel Dates

    Don’t worry if you don’t have exact dates yet, a general estimate is all we need to get started.


    When are you traveling?


    When are you coming back?

    How many are traveling?


    Ages 18-64


    Ages 65+


    Ages 3-17


    Ages 0-2


    lease factor things like airfare, transportation, and accommodations into this cost.

    Your Contact Information


    First & last name.




    How did you hear about us?

    Travel Insurance

    Olive Tree Escapes recommends that you purchase a travel protection plan to help protect you and your travel investment against the unexpected.

    Travelex Insurance Services: The ultimate in travel protection for destinations near and far.

    Travel protection plans can include coverage for Trip Cancellation, Trip Interruption, Emergency Medical and Emergency Evacuation/Repatriation, Trip Delay, Baggage Delay and more.

    For more information on the available plans or to enroll, click on the link below or contact Travelex Insurance Services at 800-228-9792 and reference location number 13-0296.

    Learn More
    Get a Quote

    The product descriptions provided here are only brief summaries and may be changed without notice. The full coverage terms and details, including limitations and exclusions, are contained in the insurance policy. If you have questions about coverage available under our plans, please review the policy or contact Travelex Insurance Services at 800-228-9792 or email [email protected]. Travelex CA Agency License #0D10209. All products listed are underwritten by, Berkshire Hathaway Specialty Insurance Company (formerly known as Stonewall Insurance Company), 1314 Douglas Street, Suite 1400, Omaha, NE 68102. 11.17 E7N.