Italy Travel Advisor for Couples and Families Who Want Culture Brought to Life
I design custom Italy trips for couples and families who want more than the standard tourist experience — thoughtful planning, elevated cultural experiences, and the confidence that everything will run smoothly. I also plan trips to Greece, Spain, and Portugal.
What This Kind of Travel Feels Like
Travel in Italy and the Mediterranean is about more than checking sights off a list. It’s about experiencing places in a way that feels connected and meaningful.
That might mean lingering over meals, exploring walkable towns, understanding the stories behind historic sites, or slowing the pace enough to actually enjoy where you are. It might also mean choosing where to invest in elevated experiences — a private driver along the Amalfi Coast, a cooking class in Tuscany, a guided tour that brings history to life — so your trip feels special without overspending on things that matter less.
The goal isn’t to see everything or spend on everything. It’s to experience what matters most to you.
This is travel rooted in curiosity, shared moments, and time well spent.
How I Help You Plan Well
Planning a trip like this can feel overwhelming — not because there aren’t enough options, but because there are too many.
I’m Mike, a travel advisor based in the Washington DC area, who works with couples and families to plan custom Italy vacations. I help you:
- Decide what’s worth prioritizing based on your interests and travel style
- Find elevated experiences that add real value, not just higher price tags
- Avoid common planning mistakes that can turn a great itinerary into a stressful one
- Handle the logistics so you can focus on the experience
Italy & Mediterranean Travel Planning
I specialize in Italy travel planning, helping couples and families explore the country’s art, history, and food traditions — from iconic cities like Rome, Florence, and Venice to regional experiences in the Dolomites, Tuscany, the Amalfi Coast, and Sicily.
I also plan trips to Greece, Spain, and Portugal, where ancient sites, regional cuisine, and local traditions shape how travel feels.
Every itinerary is tailored to what you want to experience and how you want to travel.
Travel Guidance & Planning Insight
Good planning starts with good questions — and clear answers.
On my blog, I share guidance that helps travelers:
- Understand how the planning process really works
- Navigate common challenges and decisions
- Explore Mediterranean destinations with more insight and confidence
If you want clear, practical guidance to help you make better travel decisions, you’ll find it here.
How to Plan a 10-Day Italy Itinerary That Actually Works
Planning a 10-day Italy itinerary? Learn how to choose regions, pace your trip, and decide what to skip. Expert framework for couples and families.
How Much Does a Travel Advisor Cost for Italy?
Italy travel advisor planning fees range from $300-$750. Here's what you're paying for, how fees compare to other advisors, and when it's worth the investment.
Should You Use a Travel Advisor for Italy?
Wondering if you need a travel advisor for Italy? Learn when it makes sense to hire help vs. plan independently, plus what to expect from the planning process.
About All Together Getaways
My passion for this work comes from planning Italy and Mediterranean travel with my own family — trips that balanced cultural exploration with realistic pacing and created memories that are still meaningful years later.
That experience shapes how I work with clients. I understand how different interests, ages, and energy levels affect a trip, and I know the planning choices that make travel feel enriching rather than exhausting.
Let’s Talk About Your Trip
If you’re thinking about an Italy or Mediterranean trip and want help shaping it into something meaningful — without the stress of figuring it all out on your own — a planning call is the best place to start.
We’ll talk about what you’re hoping to experience, what matters most to you, and whether working together makes sense.
No pressure. Just a conversation.