
Vacations by Jillian
Sample Journeys
A Glimpse Into What's Possible
Every extraordinary vacation begins with a thoughtful plan
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Explore a selection of journeys that showcase the experiences, accommodations, and personal touches that go into the vacations we design. From cultural discoveries and breathtaking landscapes to unforgettable adventures, each itinerary reflects a different way to explore the world.
These journeys are here to inspire you. Every vacation we create is customized around your interests, preferences, and travel style.
Find Your Inspiration


ICELAND - ADVENTURE & DISCOVERY
Fire, Ice & Unforgettable Adventures
Discover Iceland's dramatic landscapes through extraordinary experiences, from exploring a dormant volcano to kayaking among icebergs and relaxing in geothermal lagoons.
ITALY · CULTURE & HISTORY
The Art of La Dolce Vita
Experience Italy's rich history, remarkable art, and culinary traditions through thoughtfully selected accommodations, private touring, and authentic local experiences.

PORTUGAL · CULTURE & RELAXATION
Culture, Wine & Coastal Charm
Explore historic cities, picturesque wine country, and beautiful countryside retreats while enjoying Portugal's warm hospitality and distinctive regional experiences.

COSTA RICA · FAMILY ADVENTURE
Wildlife, Rainforests & Adventure
Discover the natural wonders of Costa Rica with exciting wildlife encounters, rainforest adventures, and opportunities to unwind in beautiful tropical surroundings.

SWITZERLAND - SCENIC DISCOVERY
Alpine Beauty & Unforgettable Views
Discover Switzerland's breathtaking landscapes, charming mountain villages, and scenic train journeys while exploring the beauty of the Swiss Alps.

THE AZORES - NATURE & DISCOVERY
Volcanic Landscapes & Island Charm
Explore lush volcanic landscapes, sparkling crater lakes, and charming coastal villages while discovering the natural beauty and unique character of the Azores.
Designed Just For You
Remember! The journeys featured here are just a starting point. Whether you're inspired by one of these itineraries or have something entirely different in mind, we'll work together to create a vacation that reflects your interests, priorities, and travel style.
