Prefer to spend your time enjoying a trip rather than hunting for the ideal hotel? Olive Tree Escapes, a Chicago-based travel planning company, can handle the details for destinations such as Croatia, Italy, Slovenia and Montenegro. Their trip planners have first-hand knowledge of these regions and create upscale, customized itineraries tailored to your interests and travel goals. You remain in control of the final plan, approving everything from dining choices to the number of museums you want to visit each day.
What’s included: printed and digital itineraries, on-site assistance and an English-speaking team with fluency in Italian and Croatian. For example, a tailored Croatian itinerary might highlight Split’s 4th-century Diocletian Palace — a landmark featured in the HBO series Game of Thrones — the popular island of Hvar, and luxury 5-star properties such as the Alhambra and the Bellevue on Mali Lošinj, a summer island in the northern Adriatic Sea.
Olive Tree Escapes focuses on delivering personalized service and local insight. Whether you prefer a relaxed coastal stay, a cultural city break, or an active exploration of historic sites, planners will recommend accommodations and activities that match your pace and preferences. They organize logistics, suggest restaurants and guided tours, and provide on-the-ground support so you can enjoy your trip with confidence.
Benefits of booking with a specialist like Olive Tree Escapes include access to curated hotel selections, streamlined travel logistics, and the convenience of having a dedicated team available during your trip. Their experience across Croatia, Italy, Slovenia and Montenegro helps travelers discover both iconic highlights and lesser-known gems, while ensuring practical needs—transportation, reservations and language support—are taken care of.
Whether you want a meticulously scheduled itinerary or a looser plan with room for spontaneity, planners adapt to your style. From historic landmarks and cultural experiences to seaside relaxation and fine dining, they assemble an experience that reflects your priorities. The result is a bespoke trip that lets you make the most of your destination without getting bogged down in planning details.