Estate Windsor Vacation Packages

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Your Estate Windsor Vacation

An easy way to experience this vibrant city is with a custom-made Estate Windsor vacation package. Base yourself in the neighborhood 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 vacation is a couple of clicks away. Explore flights, accommodations and more on Expedia for an adventure that's tailored just for you.

Top Estate Windsor Vacation 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
Price was CA $1,889, price is now CA $1,604 per person
CA $1,604
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Christiansted (STX)
9.8/10 Exceptional! (205 reviews)
If your planning to stay anywhere between cane bay and be near carambola then this place is great. Doug the owner is a gentleman and cares deeply about taking care of his guests. Very close to my dive spots at Cane bay and Salt River.

Reviewed on Jul 19, 2026

Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

3.5 out of 5
Price was CA $3,814, price is now CA $2,606 per person
CA $2,606
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Christiansted (STX)
7.6/10 Good! (734 reviews)
The carina bay hotel experience was amazing the staff was amazing , kind and helpful and made my birthday experience wonderful.

Reviewed on Jul 20, 2026

The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
Price was CA $2,264, price is now CA $1,623 per person
CA $1,623
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Christiansted (STX)
8.4/10 Very good! (368 reviews)

The Waves at Cane Bay

The Waves at Cane Bay

3.5 out of 5
Price was CA $2,252, price is now CA $1,794 per person
CA $1,794
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Christiansted (STX)
9.4/10 Exceptional! (358 reviews)
I really enjoyed my stay at The Waves. The staff was truly helpful and amazing. The room was BEYOND perfect. AMA was amazing, I went twice! I cannot wait to go back

Reviewed on Jul 21, 2026

The Fred - Adults Only

The Fred - Adults Only

3.5 out of 5
Downtown Frederiksted
Price was CA $2,437, price is now CA $2,064 per person
CA $2,064
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Christiansted (STX)
8.4/10 Very good! (401 reviews)

Ready to book your vacation to Estate Windsor?

 

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Estate Windsor Hotel Deals

King Christian Hotel

King Christian Hotel

3.5 out of 5
59 King's Wharf Christiansted St. Croix
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 3 to Aug 4
CA $191
CA $258 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (762 reviews)
"For most of the stay there wasn’t any ac. The staff knew on check in but did not mention it. When we reported it the first and only reply - “you got an email about it” - we did not. The desk guest on our check in was very rude. Up side other staff members were friendly including the supervisor and ..."

Reviewed on Jul 21, 2026

King Christian Hotel
Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

3.5 out of 5
5025 Turner Hole Christiansted St. Croix
7.6/10 Good! (738 reviews)
"The carina bay hotel experience was amazing the staff was amazing , kind and helpful and made my birthday experience wonderful."

Reviewed on Jul 20, 2026

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Carina Bay Boutique All Inclusive Resort & Casino
Palms Resort and Beach

Palms Resort and Beach

3.5 out of 5
4126 La Grande Princess Christiansted St. Croix
The price is CA $143 per night from Aug 18 to Aug 19
CA $143
CA $179 total
Aug 18 - Aug 19
includes taxes & fees
Palms Resort and Beach
See all 909 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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What to do in Estate Windsor

Festival Head Piece

Deh HeadPiece & Tings

CA $36
per adult
Deh HeadPiece & Tings
Snorkeling with Sea Turtles

Snorkeling with Sea Turtles

CA $92
per adult
96% of travellers recommend
Snorkeling with Sea Turtles
Sea Turtle Snorkel Tour

Sea Turtle Snorkel Tour

CA $84
per adult
Sea Turtle Snorkel Tour
See all activities in Estate Windsor

Frequently asked questions

How much does an Estate Windsor vacation package cost?
You'll find cheap prices from CA $1,604 on Expedia for your Estate Windsor break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Estate Windsor costs.
What are the cheapest months to go to Estate Windsor?
If you're looking to snag a cheap Estate Windsor vacation package, consider planning a trip in September, October and November. You'll usually find lower prices on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Estate Windsor?
We recommend planning an Estate Windsor vacation for around 4 days. This will give you time to check off major attractions including Cane Bay Beach and Christiansted National Historic Site, and check out neighbourhoods like Estate East Street and Sion Farm. You could even fit in a day trip or two from Estate Windsor.
How to find the best Estate Windsor package deals?
Use Expedia's filter tool to help you find some great Estate Windsor package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Estate Windsor package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book an Estate Windsor vacation as a package?
You can enjoy significant savings on your Estate Windsor retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Estate Windsor?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Estate Windsor adventure.
How to plan a trip to Estate Windsor?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Estate Windsor.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Estate Windsor.
  3. Decide how long to go for: Now that you know more about Estate Windsor, you can work out the ideal length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Estate Windsor vacation package.

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