Estate Great Saint James Island Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Estate Great Saint James Island

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is €385 per night from 26 Aug to 27 Aug
€385
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (1,023 reviews)
"Very nice"

Reviewed on 25 Jul 2025

The Westin St. Thomas Beach Resort & Spa
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is €258 per night from 30 Jul to 31 Jul
€258
30 Jul - 31 Jul
includes taxes & fees
8/10 Very Good! (2,146 reviews)
"Loved the scenery, room and staff. Everyone was very nice"

Reviewed on 25 Jul 2025

Margaritaville Vacation Club - St. Thomas
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
6.8/10 (1,397 reviews)
"Old hotel but clean. Breakfast & restaurant have limited hours, so check before going. Awesome view of the water. Great location by shops, restaurants & more."

Reviewed on 28 Jul 2025

Get rates
Windward Passage Hotel
See all 3,754 properties in Estate Great Saint James Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Estate Great Saint James Island

The Cat's Sunset Sail

Sunset Sail with Cocktails and Appetizers

€82
per adult
96% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

€59
per adult
94% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Inclusive Beach Day Package

Inclusive Beach Day Package

€86
per traveller
Inclusive Beach Day Package
See all activities in Estate Great Saint James Island

Frequently asked questions

How much does an Estate Great Saint James Island holiday package cost?
You'll find cheap prices on Expedia for your Estate Great Saint James Island escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Estate Great Saint James Island costs.
What are the cheapest months to go to Estate Great Saint James Island?
If you're looking to snag a cheap Estate Great Saint James Island holiday package, consider planning a trip in September, October and November. You'll generally find better rates on accommodation and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Estate Great Saint James Island?
The ideal length of your Estate Great Saint James Island holiday depends on what you'd like to see. Usually, a few days to a week will give you time to tick off all the leading attractions and discover some hidden treasures along the way.
How to find the best Estate Great Saint James Island package deals?
Use Expedia's handy filters to find some tempting Estate Great Saint James Island package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Estate Great Saint James Island package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book an Estate Great Saint James Island holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a personalised Estate Great Saint James Island holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Estate Great Saint James Island?
If you have your Estate Great Saint James Island travel dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Estate Great Saint James Island?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the activities on offer will also help you decide when to holiday in Estate Great Saint James Island.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Estate Great Saint James Island.
  3. Decide how long to go away for: Now that you're up to speed on Estate Great Saint James Island, you can work out the ideal length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Estate Great Saint James Island holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.