Estate Windsor Holidays from £651

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Your Estate Windsor Holiday

An easy way to experience this vibrant city is with a custom-made Estate Windsor holiday package. Base yourself in the neighbourhood of Estate Mount Eagle, which is good for nature, views and hiking or choose someplace else — our package deals are all about you. Fill your itinerary with visits to Cane Bay, Buccaneer Beach and Cane Bay Beach, some of the top attractions you just have to see during a trip to Estate Windsor. Your ideal Estate Windsor holiday is a couple of clicks away. Explore flights, accommodation and more on Expedia for an adventure that's tailored just for you.

Top Estate Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Cove Hotel St.Croix

The Cove Hotel St.Croix

3 out of 5
per person
2 Oct - 5 Oct
found 16 hours ago
Return direct flight included
Chicago (ORD) to Christiansted (STX)
9.8/10 Exceptional! (54 reviews)
We love the peaceful and quiet place

Reviewed on 4 Aug 2025

Oceans at Divi Carina Bay Adults Only

Oceans at Divi Carina Bay Adults Only

4 out of 5
Save 100% on your flight
per person
2 Oct - 5 Oct
found 16 hours ago
Return direct flight included
Chicago (ORD) to Christiansted (STX)
7.8/10 Good! (196 reviews)
Very friendly staff. Too much seaweed. Quiet and comfortable. Bartenders are great! But if you really want to enjoy the beach go somewhere else. Taxi rates are really high. Rent a car. Food is good but very low choices.

Reviewed on 3 Jun 2025

Divi Carina Bay All Inclusive Beach Resort & Casino

Divi Carina Bay All Inclusive Beach Resort & Casino

3.5 out of 5
per person
2 Oct - 5 Oct
found 16 hours ago
Return direct flight included
Chicago (ORD) to Christiansted (STX)
7.8/10 Good! (478 reviews)
I wish there had been more seafood options available.

Reviewed on 31 Jul 2025

The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
per person
2 Oct - 5 Oct
found 16 hours ago
Return direct flight included
Chicago (ORD) to Christiansted (STX)
8.4/10 Very Good! (295 reviews)
The Frederiksted hotel was clean. The bed was comfortable. The room was nice. I enjoyed my stay there.

Reviewed on 1 Jun 2025

Tamarind Reef Resort Spa & Marina

Tamarind Reef Resort Spa & Marina

3.5 out of 5
per person
2 Oct - 5 Oct
found 16 hours ago
Return direct flight included
Chicago (ORD) to Christiansted (STX)
8.4/10 Very Good! (486 reviews)
Staff was awesome. Friendly and very accommodating

Reviewed on 18 Jul 2025

Estate Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Henry E. Rohlsen Airport (STX)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Cane Bay, Buck Island Reef National Monument and Sugar Beach

Top hotels in Estate Windsor

Carambola Beach Resort St. Croix, US Virgin Islands

Carambola Beach Resort St. Croix, US Virgin Islands

4 out of 5
Estate Davis Bay, Kingshill, St. Croix
Fully refundableReserve now, pay when you stay
The price is £196 per night from 11 Aug to 12 Aug
£196
11 Aug - 12 Aug
includes taxes & fees
7.2/10 Good! (1,004 reviews)
"Loved the beach access and good for a family trip"

Reviewed on 2 Aug 2025

Carambola Beach Resort St. Croix, US Virgin Islands
The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort

4 out of 5
Estate Shoys, Christiansted, St. Croix
Fully refundableReserve now, pay when you stay
The price is £208 per night from 12 Aug to 13 Aug
£208
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Food was amazing and staff was very nice! Our room did need some updating but overall we loved our experience"

Reviewed on 3 Aug 2025

The Buccaneer Beach & Golf Resort
Divi Carina Bay All Inclusive Beach Resort & Casino

Divi Carina Bay All Inclusive Beach Resort & Casino

3.5 out of 5
5025 Turner Hole, Christiansted, St. Croix
7.8/10 Good! (483 reviews)
"I wish there had been more seafood options available."

Reviewed on 31 Jul 2025

Get rates
Divi Carina Bay All Inclusive Beach Resort & Casino
See all 913 properties in Estate Windsor
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.
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What to do in Estate Windsor

Festival Head Piece

Deh HeadPiece & Tings

£19
per adult
Deh HeadPiece & Tings
Snorkeling with Sea Turtles

Snorkeling with Sea Turtles

£48
per adult
100% of travellers recommend
Snorkeling with Sea Turtles
Saint Croix: Stand Up Paddleboard Rental

Saint Croix: Stand Up Paddleboard Rental

£60
per adult
Saint Croix: Stand Up Paddleboard Rental
See all activities in Estate Windsor

Frequently asked questions

How much does an Estate Windsor travel package cost?
Get ready to book, because a trip to Estate Windsor starts from just £651. When you bundle your flights, hotels and more into a travel package, you'll walk away with the biggest deals.
If I'm not able to travel, can I cancel my Estate Windsor travel package?
It is possible to cancel your Estate Windsor booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Estate Windsor?
You'll save loads of cash if you bundle your flights, car rentals and hotels into an Estate Windsor travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 hotels all over the world, so you'll always have plenty of variety to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Estate Windsor holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you want to pay for your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in Estate Windsor?
With loads to discover in Estate Windsor, it'd be convenient for you to secure a room in a hotel near its attractions. Little Princess Estate, Cruzan Gardens and Salt River Bay National Historical Park are some top ones to put on your must-see list.
What are the top hotels in Estate Windsor?
If this will be your first visit to Estate Windsor, make a reservation at Caravelle Hotel & Casino or Hotel on the Cay. Both offer friendly service and are top options with many savvy travellers.
How far in advance should I book my Estate Windsor holiday?
It can be tricky to know when is the perfect time to book your Estate Windsor holiday. But typically the earlier you book, the better the prices. Sometimes, you can lock in your flights and hotels nearly 12 months before your departure date. If you're considering a last-minute getaway, no need to worry! There are unbeatable bargains advertised on Expedia every single day.
What does an Expedia Estate Windsor travel package include?
It's up to you! You can pick from a variety of Estate Windsor packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your ideal Estate Windsor getaway looks like, get ready to save!
What should I know before booking an Estate Windsor travel package?
So many places to explore, so many things to do. With a travel package, you can tick more of them off your list. Combine your hotels, flights and rental cars and get ready to save.
Can I choose my airline with an Estate Windsor Expedia travel package?
Yes, and with more than 550 airlines to choose from across the globe, you have loads of choice. Scroll through the available options and see which airline fits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.