Travel Planning Advice & Destination Guides
I’m Jeanine Cioffi, founder of Lavishly Travel. Here I share firsthand travel experiences and practical advice to help you plan a trip that feels right for you, from Italy and Greece to honeymoons, anniversaries, retirement celebrations and journeys across Europe and beyond.
Explore the latest articles below, or start with my Italy guide, Greece guide, honeymoon and anniversary planning, and cruise planning.
Where Should You Stay in Hawaii?
Choose where to stay in Hawaii with Jeanine’s island-by-island advice on resort areas, walkability, driving time, room value and when a split stay makes sense.
Do You Need a Rental Car in Hawaii?
Decide whether to rent a car in Hawaii with Jeanine’s island-by-island advice on Waikiki, Maui, Kauai, the Big Island, Lanai and the costs to compare.
Which Hawaiian Island Is Right for You?
Each Hawaiian island offers a different experience, from Oahu’s history and energy to Maui’s balance of relaxation and adventure, Kauai’s lush scenery, and the Big Island’s dramatic landscapes. Discover which Hawaiian island best matches your travel style, priorities, and vision for your vacation.
Santorini vs. Mykonos: Which Greek Island Is Right for Your Honeymoon?
Santorini or Mykonos for your honeymoon? Both are stunning, but they’re built for different kinds of trips. Here’s how I help couples choose between quiet caldera romance and Mykonos’s livelier energy - including cost, timing, and how many days you actually need.
How Many Days Do You Need in Greece for Your Honeymoon?
How many days do you need in Greece for a honeymoon? Jeanine shares planning ranges for one island, Athens and two islands, and a fuller Crete stay, with time for real connections.
What’s the Best Time of Year for a Greece Honeymoon?
When is the best time for a Greece honeymoon? Compare spring, hot and crowded summer, and early autumn. See why I rarely recommend winter for island stays.
Are There Travel Planners Who Focus on Culturally Rich and Sustainable Travel?
Yes. Culturally rich travel starts with listening to a place. Jeanine draws on Italy, Greece, American Samoa and safari experiences to plan thoughtful trips with local context and a comfortable pace.
What Are the Benefits of a Travel Concierge for a Multi-Destination Trip?
A travel concierge coordinates routing, pacing, hotels, transportation and support across a complex multi-destination trip. Learn where the value matters most.
Are Travel Agents Obsolete Now That AI Can Plan Trips?
AI can suggest destinations in seconds, but a professionally managed vacation requires judgment, verification, relationships and human support when plans change.
What Should I Consider When Booking a Luxury River Cruise?
Compare rivers, cruise lines, cabins, excursions, seasons, mobility and land arrangements before booking a river cruise.
How to Plan a Luxury Trip to Greece (Without Trying to See Every Island)
How do you choose the right Greek islands without rushing? Jeanine shares firsthand observations from Athens, Paros, Naxos, Crete, Santorini and Mykonos, with advice on pacing and transfers.
Can You Do Greece and Italy on One Honeymoon? How to Combine Both
Can you combine Greece and Italy on one honeymoon? Jeanine explains how to choose a selective route, allow for transfers and decide whether two countries fit your time and budget.
How Far in Advance Should You Book a Luxury Italy or Greece Trip?
When should you start planning Italy or Greece? Learn how your dates, room requirements, flights and priorities determine what to arrange first.
From Amalfi to My Roots: How I Plan a Meaningful Italy Trip
Italy is personal to me. Here is how I approach a journey that combines the Amalfi Coast with my family’s roots in Gallo Matese and Letino, and how that shapes the trips I plan for clients.
How Do I Plan a Luxury Honeymoon in Europe?
Plan a European honeymoon around the feeling, pace and experiences you want, not the number of countries you can fit on a map.
How Do I Choose a Travel Agency for a Custom Greece and Italy Itinerary?
Choosing a Greece and Italy travel agency takes more than finding someone who can book hotels. Learn what true destination specialization should include.
Greece or Italy for Your Honeymoon? How to Choose the Right One
Greece or Italy for your honeymoon? Jeanine Cioffi compares pace, travel dates, hotels, transportation and budget to help you choose a trip that fits you both.
Split to Dubrovnik: What I Learned Along Croatia’s Dalmatian Coast
A firsthand account of traveling Croatia’s Dalmatian Coast with my daughter, from a spontaneous painting class in Split to a quiet stop at one of Europe’s oldest pharmacies in Dubrovnik. Here’s what pacing, ferries, and a few unexpected meals taught me about planning this kind of trip well.
How to Plan a Luxury Italy Honeymoon
Choose the Italian regions, hotel setting and pace that fit the two of you, with firsthand guidance from travel advisor Jeanine Cioffi.
How to Plan a Luxury Greece Honeymoon
Choose Greek islands for the experience you want, then connect the hotels, flights and ferries into a honeymoon with room to enjoy being together.
