Estate Western Water Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Zain Gillani

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Estate Western Water Island Vacation

When a city break is calling, answer it with a Estate Western Water Island vacation package. The neighborhood of Estate Charlotte Amalie, which is great for shopping, markets and culture, makes a great base for your adventures. Magens Bay Beach, Blackbeards Castle and Fort Christian are just some of the many sights worth exploring during your trip to Estate Western Water Island. A few clicks is all it takes to create a customized Estate Western Water Island vacation on Expedia.

Top Estate Western Water Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sapphire Sanctuary by the Sea

Sapphire Sanctuary by the Sea

3 out of 5
Price was CA $1,809, price is now CA $1,413 per person
CA $1,413
per person
Aug 27 - Sep 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (47 reviews)
The condo was great! Clean and plenty of space for my family of 5!

Reviewed on Dec 6, 2025

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was CA $4,338, price is now CA $2,892 per person
CA $2,892
per person
Aug 27 - Sep 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (34 reviews)

Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was CA $2,551, price is now CA $2,007 per person
CA $2,007
per person
Sep 19 - Sep 26
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (31 reviews)
Clean, nice area.

Reviewed on Jul 3, 2026

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was CA $2,756, price is now CA $2,197 per person
CA $2,197
per person
Sep 19 - Sep 26
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (189 reviews)
This property is exactly what the reviews read. The rooms are beautiful and new. There is refrigerator that had a welcome bottle of wine and water. We stayed on the top floor waterfront. The view was fabulous. The bedding was very comfortable with goose down. The showers were walk-in and sizable there isn’t an ice machine yet. If you have issues walking up the stairs, there is no elevator. The view is fabulous. The staff was there when we arrived off the ferry, which was around 6 o’clock. There are shops within walking distance, including a new convenience store, and the taxi stand. You can see the hotel from the ferry dock the property is well kept and new with really nice Landscaping … there was a worker on the property when we checked out, he was happy to help us take our luggage down to the street, which was very helpful

Reviewed on Jul 1, 2026

Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Price was CA $4,301, price is now CA $3,473 per person
CA $3,473
per person
Sep 19 - Sep 26
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (83 reviews)
Our villa was great with incredible views. Any issues or questions we had were quickly resolved. Would highly recommend Calichi to anyone looking to stay on the quiet side of the island.

Reviewed on Jun 15, 2026

Ready to book your vacation to Estate Western Water Island?

 

Choose your dates

Estate Western Water Island Hotel Deals

Virgin Islands Campground

Virgin Islands Campground

2 out of 5
64 Water Island St. Thomas
Get rates
Virgin Islands Campground
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $604 per night from Jul 21 to Jul 22
CA $604
CA $801 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very good! (1,313 reviews)
"Excellent stay and great location. Staff were great and attentive."

Reviewed on Jul 7, 2026

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 CA $485 per night from Jul 27 to Jul 28
CA $485
CA $545 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very good! (2,483 reviews)
"Good"

Reviewed on Jul 7, 2026

Margaritaville Vacation Club - St. Thomas
See all 3,733 properties in Estate Western Water 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Estate Western Water Island attractions

Honeymoon Beach

Why not spend a lazy afternoon at Honeymoon Beach during your trip to Estate Western Water Island?
See properties

What to do in Estate Western Water Island

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

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

CA $112
per adult
98% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

CA $169
per adult
98% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

CA $135
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
See all activities in Estate Western Water Island

Frequently asked questions

How much does an Estate Western Water Island vacation package cost?
You'll find cheap prices from CA $1,413 on Expedia for your Estate Western Water Island getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Estate Western Water Island costs.
What are the cheapest months to go to Estate Western Water Island?
Travel in the off-season and you're likely to find cheap Estate Western Water Island vacation packages. Remember that public holidays and local festivals and events can have an impact on prices, so do some research before you go.
How many days is enough for Estate Western Water Island?
Estate Western Water Island vacations can be as short or long as you like, but to get a true feel for this destination, we think 5 days is about right. This will mean you can visit top attractions like Blackbeard's Castle and Magens Bay and track down some underrated gems. Don't forget to explore neighbourhoods such as Estate Kings Quarter and Estate Demarara either. If you're smart with your time, you can even allow for a day trip from Estate Western Water Island too.
How to find the best Estate Western Water Island package deals?
Bagging a cheap Estate Western Water Island package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Estate Western Water Island package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Estate Western Water Island vacation as a package?
You can enjoy significant savings on your next Estate Western Water Island escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Estate Western Water Island?
If you're planning an impromptu Estate Western Water Island vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Estate Western Water Island?

  1. Pick your dates: What you plan to do in Estate Western Water Island and your preferred season will help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will likely be the biggest expense during your trip to Estate Western Water Island.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to experience in Estate Western Water Island. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the ideal Estate Western Water Island vacation package for you.

Explore a world of travel with Expedia

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