Cruise & Luxury Travel Expert

Our Lady of the Rocks in Bay of Kotor, Montenegro

Hi, I’m Diann, owner of Cruising with Diann LLC. My clients are often busy professionals, parents, or retirees who crave incredible experiences—but don't have time to plan every detail. That's where I come in.  I simplify the planning process, handle the logistics, and tailor every journey to your needs—so all you have to do is pack your bags and enjoy the adventure. 

My specialties include ocean and river cruises, Alaska land-and-sea adventures, European itineraries, and all-inclusive resorts in Mexico and the Caribbean.

I’ve personally sailed on over 27 cruises, spending more than 200 nights at sea on ships across Royal Caribbean, Princess, Celebrity, Virgin Voyages, Carnival, MSC, and more. I’ve also traveled aboard the luxurious Rocky Mountaineer train through the Canadian Rockies and stayed at luxury resorts across Mexico and the Caribbean. Because I’ve experienced these trips myself, I provide insider knowledge that goes beyond what you’ll find online. From choosing the right cruise line or resort to planning shore excursions and transfers, I handle the details so you can relax and enjoy.

My clients come to me for:

• Ocean Cruises – from Caribbean getaways to bucket-list Alaska journeys
• River Cruises – immersive cultural experiences along the Rhine, Danube, and beyond.
• All-Inclusive Resorts – personalized recommendations for families, couples, and adults-only escapes.
• Luxury & Bucket-List Travel – curated experiences like European itineraries, Rocky Mountaineer rail journeys, or Mediterranean cruises.
• Group Travel – expertly planned cruises and vacations for families, friends, and special-interest groups, including Mediterranean and Alaska adventures.

What makes me different is the personal touch I give each trip. I don’t just book your vacation—I get to know your travel style and match you with the experience that fits best. My background as a teacher means I’m highly organized, detail-oriented, and great at guiding people step by step. Clients often tell me they love how easy I make the planning process.

Whether you want to explore glaciers in Alaska, sip wine along the Danube, or unwind on a Caribbean beach, I have the knowledge and tools to bring your ideal vacation to life — seamlessly and stress-free. With me as your travel advisor, you can expect personal attention, expert guidance, and a commitment to excellence at every step. I’d love to help turn your travel dreams into reality.