Caribbean Travel Specialist

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Clay Ellisor, Travel Agent in Hollywood, FL

Clay Ellisor

Hollywood, FL Travel Agent

Clay Ellisor

Hollywood, FL

A full-service Travel Leaders Associate Agency
5.0
(2)
100% Recommended
Clay has been extremely helpful in helping us plan for a special anniversary. He not only provided a detailed itinerary of our dream trip to Ireland... Read More >
About
Reviews
My Places

Areas of expertise

Destinations:

Anguilla, Aruba, Puerto Rico, St. Martin

Interests:

Bespoke Travel, Hiking & Backpacking, Scuba

Suppliers:

Royal Caribbean, Ponant, AmaWaterways

About Me

Scuba diving in Bonaire!
Scuba diving in Bonaire!

The Caribbean is a region I return to time and time again. Each island I have visited is distinct, offering its own character, culture, and pace. From quiet beach escapes to vibrant culinary scenes, there are endless ways to unwind, explore, and experience the beauty of the region.

One of my top recommended destinations is Anguilla, where I have spent over a month getting to know the island in depth. It is one of the Caribbean’s premier beach destinations, known for its white sand, crystal-clear waters, and refined sense of luxury. With exceptional villas, top-tier resorts, and an outstanding dining scene, it’s ideal for both a relaxing escape and a romantic honeymoon. It really is a special place!

Just a short ferry ride away is Saint Martin / Sint Maarten, a lively hub divided between French and Dutch influence. I first visited over 15 years ago and continue to return, having spent more than six weeks exploring the island. The French side offers excellent dining, boutique shopping, and scenic landscapes, while the Dutch side brings energy, nightlife, and beautiful beaches.

For a more off-the-beaten-path experience, I recommend Saba and Sint Eustatius, two of my favorite islands in the region. These islands offer a quieter, more untouched Caribbean, with some of the region’s best diving and hiking. On Saba, I’ve personally hiked Mount Scenery, the island’s iconic peak and the highest point in the Kingdom of the Netherlands, and on Sint Eustatius, I’ve explored The Quill, completing the hike into its dramatic crater and taking in sweeping views of the island.

A short flight away, or accessible by private ferry charter, is Saint Barthélemy (St. Barts), where Caribbean beauty meets European sophistication. Known for its private villas, boutique hotels, fine dining, and luxury shopping, it’s a standout for a more elevated island experience.

Heading south, Aruba remains one of my personal favorites. With consistent sunshine, calm turquoise waters, and a wide range of accommodations, it’s one of the most reliable destinations in the Caribbean.

For diving, Bonaire stands out as one of the best in the region. Its protected marine park and exceptional shore diving made it one of my personal travel highlights. I was also impressed by the island’s amazing culinary scene!

Finally, Puerto Rico remains a standout for me. It offers an ideal blend of accessibility, culture, and natural beauty. From private villas to luxury resorts, it’s a destination that delivers both ease and depth.

Whether you’re planning a honeymoon, a villa escape, or a multi-island journey, I’m here to help you find the right island and take care of the details along the way. Whenever you’re ready, I’d love to help you start planning your Caribbean escape.

Additional Languages
Spanish

REVIEWS

Rating: 5.0
2 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 2 reviews

Anniversary trip
Reviewed By Lee - Clearwater, Florida | Traveled to Ireland | Europe
Clay has been extremely helpful in helping us plan for a special anniversary. He not only provided a detailed itinerary of our dream trip to Ireland including quality lodging and restaurants, airport transfers, sights to see, and transportation within the country, but also gave us 3 other trip options to consider. He was thorough and responsive to our suggestions and was careful to stay within our budget. I highly recommend Clay as the go to person to plan your next trip!
I would recommend this agent to my family and friends.
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Anniversary Trip 2026
Reviewed By B&B - Wimberley, Texas | Traveled to Sedona | Arizona | USA
Clay provided service over and beyond what was expected. He had great attention to detail and accompanied each segment with photos and links that made it so easy to plan. He was very professional to work with! Highly recommend!
I would recommend this agent to my family and friends.
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My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.
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