Our Trips

At My Way Journeys, we believe travel should reflect who you are, what you love, and how you want to experience the world. From personalized itineraries to meaningful family vacations and thoughtfully curated group journeys, we take care of the details so you can focus on the experiences, connections, and memories that make every journey uniquely yours. Every trip is planned personally by Rosario, a Certified Travel Advisor, from your first consultation to your trip home.

The Trips We Plan

Elegant outdoor dining terrace with round tables set with white tablecloths, glassware, and flowers, overlooking rolling green hills and distant buildings at sunset.

Couples & Celebrations

Honeymoons, anniversaries, milestone birthdays and getaways for two. We find the romantic hotels, private tours and special touches, and make sure your hotels know what you’re celebrating.

Family Travel

A family of three walking along a cobblestone street in Positano, Italy, with colorful buildings, lush flowers, and a view of the coastline and sea in the background.

Family-friendly hotels and room setups, hands-on activities kids love, realistic pacing and private transfers, so parents and grandparents can relax too. Perfect for multigenerational trips.

Group Trips

Hikers walking along a dirt trail on a hillside overlooking the ocean with mountains in the background.

Join our signature small-group trips to Italy, accompanied by Rosario and traveling by private coach with a dedicated driver, or let us plan a custom trip for your own group, anywhere in the world.

Sample Itineraries

Every journey we plan is custom. These sample itineraries show what’s possible, and we’ll adjust the pace, hotels and experiences to fit you.

  • The Essence of Italy: 10 days in Venice, Florence and Rome

  • The Art of Italian Living: 10 days in Venice, Florence, Sorrento and Rome

  • From Canals to Cliffs: 10 days in Venice, Florence, Cinque Terre and Rome

See the day-by-day itineraries

VIP Hotel Perks

As a Signature Travel Network member, we can often add VIP amenities when you book select hotels and resorts with us, such as:

  • Room upgrades, when available

  • Daily breakfast

  • Hotel or resort credits

  • Special touches when you’re celebrating

Perks vary by hotel and are confirmed when you book.

Ask about VIP perks for your trip

What We Handle

From the first idea to your trip home, we take care of the details:

  • Hotels, resorts and villas, with VIP perks at select properties

  • Rail, private transfers and getting around between destinations

  • Guided tours, cooking classes, tastings and one-of-a-kind experiences

  • River and ocean cruises

  • Travel protection options

  • Support before you go and while you travel

Where we travel: Italy is our specialty, and we also plan trips across Europe, Latin America, Mexico and the Caribbean, plus river and ocean cruises worldwide.

Planning fees are currently waived.

Have questions? Read our FAQ.

Book a free consultation

Illustration of Earth with a dotted airplane route around it, surrounded by the text 'May Way Walys' on top and 'A lifetime can happen now' on the bottom.

Let’s Plan Your Journey