The Westin St John Resort

St John Condos helps travelers from Taylors Island, Maryland, plan a first trip to the Caribbean, from the flight into St. Thomas to the week you spend in a villa at the Westin St John Resort. Ask the local team anything before you book.

A first trip to the Caribbean can feel like a lot to organize, especially when you are coming from a quiet place on the Eastern Shore of Maryland. Taylors Island has its own pace of water, marsh, and open sky, and many people who live there are used to planning around tides and weather rather than tight schedules. The islands run on a different rhythm, and it helps to know that before you arrive. St. John is a small island in the US Virgin Islands, and it is reached mostly by flying into St. Thomas and then making your way across by taxi and passenger ferry. Driving on St. John is on the left, which is worth remembering before you take the wheel. Villa Rentals at the Westin St John Resort are booked by the week, so the trip can settle into a steady, unhurried stay once you get there.

What to expect from St John Condos.

  • Coverage: Maryland. Open to people across the state.
  • Offer: Villa Rentals. Ask what is included.
  • Talk to us: (281) 881-5020. Questions are welcome.

City: Taylors Island | State: Maryland

This page is written for Taylors Island, Maryland, and the towns around it.

If something is unclear, ask. St John Condos will explain it plainly.

Taylors Island at a glance

City
Taylors Island
State
Maryland
Region
Mid-Atlantic
Nearby cities
Accident, Allen, Annapolis Neck, Antietam, Bagtown, Bakersville
Largest cities in the state
Baltimore, Frederick, and Rockville

Other cities nearby

Your first Caribbean trip from Taylors Island

  1. Getting to St. John. Most travelers from Maryland fly into St. Thomas, the airport code STT, and then take a taxi to Red Hook. From there, a passenger ferry carries you across to Cruz Bay on St. John. Plan your connections with a little slack, since island travel tends to be steady rather than rushed, and keep your bags light enough to manage on the ferry.
  2. Choosing when to go. Maryland winters are cold, so many people from Taylors Island find the islands most welcome in the cooler months of the year, when the air is dry and mild. Summer is warm, humid, and often wet in short bursts. Think about what you want from the trip, whether that is calm and quiet or a lively stretch of sun, and let that guide the season you choose.
  3. Planning your villa stay. A villa rented by the week gives you room to settle in, cook a few meals, and spread out after the travel. Before you book, decide how many nights you want and who is coming along. The St John Condos team can talk through the details with you, answer questions about the villas, and help you shape a stay that suits a first visit.

Frequently asked questions

Do I need to rent a car on St. John?

Many visitors find a car useful for getting around the island, but you will be driving on the left side of the road. Take a moment to get comfortable with that before heading out on winding roads. The St John Condos team can share what they know about getting around so you can decide what fits your plans.

What should I pack for a first Caribbean trip from Maryland?

Pack light, breathable clothes, a good hat, sunscreen, and comfortable shoes for walking and for the ferry. Bring something warm for cooler evenings, since the air can turn breezy after dark. If you have questions about what to expect at the villa, ask the St John Condos team before you travel.

Can I ask questions before I decide on Villa Rentals?

Of course. Ask St John Condos anything about Villa Rentals before you make a choice.

How do people in Taylors Island, Maryland get started with Villa Rentals?

Send St John Condos a short message about Villa Rentals. We will take it from there and keep it simple.

How much does Villa Rentals cost?

It depends on your situation. Contact St John Condos for current details so you get accurate numbers instead of a guess.

Ready when you are.

Reach out today. There is no obligation.

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We hope this helped. Contact St John Condos any time.

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