Gypsy Soul JourneysWhere every experience tells a story Start planning

Thoughtful travel · Genuine connection

Travel that feels like you.

Personal journeys, hosted adventures and beautiful experiences shaped around your interests, your pace and what matters most to you.

Tell me where you’d love to go Explore the possibilities
Cilette SwannFounder & Travel Advisor
A sunlit Mediterranean village above clear blue water
Room for discovery. Support for the details.
34° N · 18° E

A different kind of travel planning

The journey begins with listening.

Gypsy Soul Journeys grew from a life of music, storytelling and connection. We bring that same care to travel—helping you make sense of the choices and bringing the pieces into one clear, personal plan.

01 We listen closely02 We shape the details03 We stay connected

Journeys we help create

More meaning. Less overwhelm.

For travelers who value personal attention, thoughtful recommendations and a plan that leaves room to breathe.

Ocean & river cruises

The right ship, route and rhythm—chosen around how you want to feel, not simply where you want to go.

Hosted group journeys

Shared adventures shaped by music, story, community and the pleasure of experiencing something together.

Music, art, culture & wine

Meaningful land journeys for curious travelers who want to understand a place, not simply pass through it.

Celebrations & restorative escapes

Honeymoons, anniversaries and resort stays with the details thoughtfully considered.

An Alaska glacier framed by evergreen shoreline and calm water Our featured hosted journey

August 21–28, 2027 · Holland America Eurodam

A celebration within an adventure.

Join Gypsy Soul for seven days in Alaska as we celebrate 30 years of independent music with concerts, special gatherings, friendship and breathtaking scenery.

Join the celebration
7 nights Seattle round trip3 concerts On the World StageOne community No VIP tiers

An experience within an experience

Thirty years of music, friendship and stories.

This is more than a cruise. Our group will share three different Gypsy Soul concerts, private gatherings, casual meals and the extraordinary beauty of Alaska—while leaving plenty of room for spontaneous moments.

The journey

Seattle · Puget Sound · Juneau · Glacier Bay · Icy Strait Point · Sitka · Ketchikan · Victoria

All new cruise reservations after August 3, 2026 must be booked through Gypsy Soul Journeys to participate in the full hosted experience. Guests already booked through our original group remain fully included.

Why Gypsy Soul Journeys

For us, travel has always been personal.

Roman and I met in Edinburgh and built a life in music that has taken us across America and Europe. For nearly 30 years, we have gathered people through songs, stories and shared experiences.

Gypsy Soul Journeys is the natural next chapter: thoughtful travel for people who want beauty, discovery and real connection—not a trip that could belong to anyone.

— Cilette
A sunlit European lane with art, architecture and a table set for wine
01

The city that changed everything

A chance meeting in Edinburgh became a marriage, a musical partnership and a life shaped by following the unexpected.

02

The lost art of getting lost

Some of travel’s most memorable moments begin when the map stops being useful and curiosity takes the lead.

03

A world made smaller by music

Three decades of touring taught us that places matter—but it is human connection that makes a journey stay with you.

How it works

A clear path from idea to itinerary.

  1. 01

    Let’s talk

    We begin with your ideas, priorities, pace, needs and budget.

  2. 02

    Thoughtful choices

    I research suitable options and bring the strongest ones into focus.

  3. 03

    Your private proposal

    Review, refine and approve your plans through one private Tern link.

  4. 04

    Ready and supported

    Confirmations, reminders and assistance stay with you through your return home.

Clear from the start: If a planning fee applies, you’ll know the amount, what it covers and the terms before detailed research begins.

Our Positive Journey Pledge

Because how we move through the world reflects who we are.

At Gypsy Soul Journeys, we believe how we travel—and how we treat one another along the way—matters. We are committed to giving every client our very best, and when a journey takes us beyond our own expertise, we turn to trusted professionals and partners around the world.

Some of our greatest gifts from travel are the friendships we form and the perspectives we bring home. We approach people, cultures and unfamiliar places with curiosity, openness and respect. Travel is most meaningful when it broadens our understanding of one another and reminds us how much we have in common.

We bring kindness, honesty and respect to every client relationship and ask for the same in return. Most challenges can be resolved when we work together with patience, goodwill and a shared desire for a positive outcome.

Above all, we hope every journey leaves
a little more understanding, connection
and goodness in its wake.

Travel well. Stay curious. Be kind.

Where are you dreaming of going?

Let’s begin with a conversation.

travel@gypsysoul.com 206.920.7058