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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.

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These journeys are here to inspire you. Every vacation we create is customized around your interests, preferences, and travel style.

Find Your Inspiration

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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.

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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.

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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.

Valley with waterfall

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.

Scenic Lake View

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.

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Your Journey Begins

Let's design your next trip.

Tell us where you're dreaming of - we'll take it from there.

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