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Exclusive Group Departures

Join us on one of our Expertly Curated Land Tours or Cruise Itineraries.

Incredible India ~ A Most Exotic Journey!

Escorted by John & Diana O'Regan

Immerse yourself in Adventure and Culture!

November 06, 2025 - November 19, 2025

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A Safari to South Africa and Botswana - SOLD OUT, 2027 Coming Soon!

Escorted by John O'Regan

A Trip of a Lifetime Customized for You!

May 09, 2026 - May 18, 2026

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12-night Regent Seven Seas British Isles Enchantment

Escorted by John & Diana O'Regan

Embark on a spectacular journey aboard the luxurious Seven Seas Grandeur, for an unforgettable 12-night British Isles Enchantment Cruise.

June 16, 2026 - June 28, 2026

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HX 18-night Alaska And British Columbia Expedition - Inside Passage, Bears And Aleutian Islands

Escorted by Rebecca Berg of San Simeon Travel

Embark on an unforgettable expedition cruise through the wild beauty of Alaska and the Aleutian Islands.

July 25, 2026 - August 12, 2026

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Azamara 10-Night Croatia Dalmatian Coast and Beyond

Escorted by John & Diana O'Regan

Exclusive Group Pricing from $4450 Per Person, Double Occupancy for a VERANDA STATEROOM!

September 26, 2026 - October 06, 2026

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Silversea Luxury Expedition to Antarctica

Escorted by London O'Regan

LIMITED TIME 25% SAVINGS, BOOK BY OCTOBER 31st, 2025!

November 25, 2026 - December 01, 2026

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Find your perfect Ocean or River Cruise.

Cruises

Set sail in style with a luxury cruise experience. From itinerary to indulgence, our advisors ensure every moment is extraordinary.

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Vacations

From timeless cities to tranquil retreats, we curate bespoke land vacations tailored to your passions. Let us craft your perfect journey - immersive, indulgent and utterly unforgettable.

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Our Exclusive Hotel and Resort Collection.

Hotels & Resorts

Unlick exclusive access to the world's finest hotels and resorts - where refined service, impeccable surroundings, and personalized touches await you.

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View Destination Guides from around the World.

Travel Guides

Explore with confidence and curiosity. Our bespoke travel guides reveal the essence of each destination - form iconic sights to exclusive local gems.

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Why San Simeon Travel?

At San Simeon Travel, we craft more than itineraries—we design unforgettable journeys tailored to your unique travel style. As a boutique agency with a global reach, we provide the personal care and expert guidance that transform trips into lifelong memories.

The Luxury of Personal Service

As a boutique travel agency, we offer a level of personal attention and care that larger agencies and online platforms simply can’t match. Your dedicated advisor gets to know you—your interests, preferences, and travel dreams—so we can create bespoke experiences designed just for you. Whether you're embarking on a luxurious European getaway, a once-in-a-lifetime African safari, or joining one of our expertly curated escorted group adventures, you'll enjoy seamless service from start to finish.

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