(32 Reviews)
100% Recommended

Tory Gilligan

Vail, CO
Vail Travel Agent Expert

Vail, Colorado, a winter wonderland nestled in the heart of the Rocky Mountains. Known for its world-class ski resorts, breathtaking alpine scenery, and vibrant outdoor culture, Vail is a premier destination for adventure enthusiasts and nature lo...
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Santorini Travel Agent Specialist

The Coast of Santorini
The Coast of Santorini

With its stunning caldera views, picturesque villages, and crystalline waters, Santorini offers a unique blend of natural beauty and cultural charm. Drawing upon my in-depth knowledge of the island, from the enchanting white-washed buildings of Oia to the vibrant streets of Fira, I curate bespoke itineraries tailored to each traveler's desires. Whether it's arranging private yacht cruises to explore hidden coves and volcanic beaches, recommending romantic sunset spots overlooking the Aegean Sea, or organizing wine tastings at local vineyards showcasing Santorini's renowned Assyrtiko varietal, I strive to provide immersive experiences that capture the essence of Santorini's allure. With my insider insights into local accommodations, transportation options, and authentic dining experiences, I ensure that every trip to Santorini is seamless, enriching, and filled with cherished memories of this enchanting island gem.


Santorini, with its stunning vistas, iconic whitewashed buildings, and deep blue Aegean Sea, is a picture-perfect destination that captivates visitors from around the world. This Cycladic island, located in the southern Aegean Sea, is renowned for its dramatic cliffs, breathtaking sunsets, and rich history, making it a must-visit destination for travelers seeking beauty, romance, and adventure.Caldera ViewsThe island's most distinctive feature is its caldera, a vast, crescent-shaped volcanic crater formed by a cataclysmic eruption over 3,600 years ago. Perched atop the cliffs overlooking the caldera, the island's whitewashed villages offer some of the most breathtaking views in the world. Explore the charming villages of Fira, Oia, and Imerovigli, where narrow streets wind their way through traditional Cycladic architecture, past blue-domed churches, picturesque courtyards, and panoramic terraces with sweeping views of the sea and nearby islands.Spectacular SunsetsSantorini is famous for its spectacular sunsets, which paint the sky in a palette of vibrant colors as the sun sinks below the horizon. One of the best places to watch the sunset is in the village of Oia, where crowds gather each evening to witness this breathtaking natural spectacle. Find a cozy spot along the cliffs, sip on a glass of local wine, and marvel at the beauty of nature as the sky transforms into a canvas of fiery hues.Beach BlissDespite its volcanic origins, Santorini boasts some stunning beaches where visitors can relax and soak up the Mediterranean sun. Explore the black sand beaches of Perissa and Kamari, where volcanic ash has created a unique and dramatic backdrop for sunbathing and swimming. Discover the colorful Red Beach, with its towering red cliffs and crystal-clear waters ideal for snorkeling and exploring underwater caves. Or escape the crowds and seek out hidden gems like Vlychada Beach, with its lunar-like landscape and tranquil atmosphere.Cultural ExplorationDelve into Santorini's rich history and culture with a visit to its archaeological sites, museums, and cultural attractions. Explore the ancient ruins of Akrotiri, a Minoan settlement buried beneath layers of volcanic ash for over 3,600 years, where you can wander through well-preserved streets, houses, and frescoes that offer a glimpse into life in ancient Greece. Visit the Museum of Prehistoric Thera in Fira, where you can learn about the island's geological history and archaeological discoveries through a fascinating collection of artifacts and exhibits.Culinary DelightsIndulge in Santorini's renowned culinary scene, with its emphasis on fresh, locally sourced ingredients and traditional Greek cuisine. Sample local specialties like fava, a savory dip made from yellow split peas, and tomatokeftedes, fried tomato balls flavored with herbs and spices. Savor fresh seafood, grilled octopus, and mezedes (small plates) paired with crisp Assyrtiko wine, produced from grapes grown in the island's volcanic soil.Romantic RetreatsWith its stunning scenery, luxurious accommodations, and romantic ambiance, Santorini is the perfect destination for couples seeking a memorable romantic getaway. Book a private villa with a plunge pool overlooking the caldera, enjoy a candlelit dinner at a seaside taverna, or take a sunset cruise around the island for a truly unforgettable experience.Planning Your TripWhen planning your trip to Santorini, consider the time of year and the activities you'd like to experience. While summer is the most popular time to visit for warm weather and beach activities, spring and fall offer milder temperatures and fewer crowds, making it an ideal time to explore the island's attractions and cultural sites. Be sure to book accommodations and transportation in advance, especially during peak seasons, and allow plenty of time to explore and discover the many wonders of this enchanting island. Whether you're seeking romance, relaxation, or adventure, Santorini promises an unforgettable travel experience that will leave you enchanted and inspired.    

My Reviews

2 of 2 people found this review helpful
Outstanding Expertise, Unparalleled Service!
Tory's outstanding expertise and dedication made my travel experience exceptional. From understanding my preferences to flawless planning and personalized suggestions, Tory's attention to detail was impressive. Her prompt responses, top-notch arrangements, and local connections enhanced my journey. The level of customer service was unmatched. I highly recommend Tory for their expertise, meticulous planning, and genuine care.
By  John  from  West Hartford, CT
Traveled to  Chamonix ~ France ~ Europe
I would recommend this agent to my family and friends
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2 of 3 people found this review helpful
The Best Travel Decision I Ever Made
I consider myself lucky to have found Tory to plan my vacation. Her knowledge, expertise, and attention to detail made my trip absolutely amazing. From the moment I reached out to her, she was responsive, professional, and eager to make my dream vacation a reality. Tory's ability to understand my travel style and preferences was remarkable. She meticulously curated an itinerary that exceeded my expectations, taking into account every little detail that mattered to me. Thanks to Tory, I discovered hidden gems, experienced local culture, and made memories that will last a lifetime. I can't recommend her enough!
By  Ethan  from  Houston, TX
Traveled to  Vail/Eagle ~ Colorado ~ USA
I would recommend this agent to my family and friends
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1 of 1 people found this review helpful
A Travel Experience to Cherish Forever
Working with Tory was an absolute delight. Her passion for travel and commitment to creating memorable experiences shines through in everything she does. From our initial conversation to the final day of my trip, Tory was there every step of the way, ensuring every detail was taken care of. She curated a one-of-a-kind itinerary that perfectly matched my interests and provided insider tips that made the journey truly special. Her dedication and personalized service made me feel like I was her only client. I highly recommend Tory to anyone seeking a travel agent who genuinely cares about creating unforgettable memories.
By  Barbara  from  Colorado Springs, CO
Traveled to  Athens ~ Greece ~ Europe
I would recommend this agent to my family and friends
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1 of 1 people found this review helpful
A Traveler's Dream Come True!
Tory is an absolute gem of a travel agent! I had the pleasure of working with her recently, and I must say, she made my dream vacation a reality. Her attention to detail and personalized approach were unparalleled. Every aspect of my trip was meticulously planned, from the breathtaking accommodations to the handpicked activities that perfectly suited my interests. Tory's insider knowledge and connections ensured I experienced the true essence of the destination. I am forever grateful for her expertise and highly recommend her services to anyone seeking an extraordinary travel experience.
By  Grace  from  Boston, MA
Traveled to  Aspen ~ Colorado ~ USA
I would recommend this agent to my family and friends
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2 of 3 people found this review helpful
Travel Goals Achieved, Thanks to Tory!
I'm still on cloud nine from the mind-blowing adventure Tory planned for me. This girl knows how to make dreams come true! She took the time to understand exactly what I wanted, and then she made it happen. Her dedication and passion for travel are contagious, and I couldn't have asked for a better guide.
By  Duke  from  Salt Lake City, UT
Traveled to  Vail/Eagle ~ Colorado ~ USA
I would recommend this agent to my family and friends
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Destination Expert:

  • Santorini
  • Greece
  • Corfu
  • Crete
  • Naxos

Travel Specialist:

  • Beach Vacations
  • Honeymoons
  • Cruises
  • Family Vacations
  • Luxury Hotels

Industry Affiliations:

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