East End Vacations from $867

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Your East End Vacation

Uncover the best of East End with a tailor-made East End vacation package. From its laid-back lifestyle and relaxed vibe to its friendly locals, you'll love discovering this coastal city in your own way. Fill your schedule with tours of Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach, some of the things you just have to see during your trip to East End. Browse Expedia's extensive range of travel options and begin planning your dream vacation to East End now.

The Latest East End vacation packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas
Club Wyndham Elysian Beach Resort
Limetree Beach Resort by Club Wyndham
Calichi at Picture Point
Secret Harbour Beach Resort
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Discover the most popular places to visit in East End

What to do in East End

East End Hotel Deals

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
$233 nightly
The price is $262 total per night from Sep 2 to Sep 3
$262 total
Sep 2 - Sep 3
Total with taxes and fees
8/10 Very Good! (2,196 reviews)
"We enjoyed our stay, but the sargassum this year was problematic."

Reviewed on Aug 30, 2025

Margaritaville Vacation Club - St. Thomas
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
Fully refundableReserve now, pay when you stay
$322 nightly
The price is $362 total per night from Sep 15 to Sep 16
$362 total
Sep 15 - Sep 16
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Relaxing Food was expensive but otherwise perfect"

Reviewed on Aug 29, 2025

The Westin St. Thomas Beach Resort & Spa
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
$186 nightly
The price is $207 total per night from Sep 2 to Sep 3
$207 total
Sep 2 - Sep 3
Total with taxes and fees
7/10 Good! (1,358 reviews)
"Everything great"

Reviewed on Aug 29, 2025

Windward Passage Hotel
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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Frequently asked questions

How much does an East End vacation package cost?
You'll find cheap prices from $867 on Expedia for your East End getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to East End costs.
What are the cheapest months to go to East End?
You can typically find reduced prices and better availability in August, September and October. Explore our cheap East End vacation packages and you could score some excellent off-season deals.
How many days is enough for East End?
Typically, a handful of days is enough to explore the top attractions during your East End vacation. However, if you'd like to have time to chill out or go on day tours, consider extending your trip.
How to find the best East End package deals?
Begin your search for an East End package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal East End package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your East End escape off to a flying start.
Is it cheaper to book an East End vacation as a package?
You can enjoy significant savings on your East End break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to East End?
If you've got your East End travel dates confirmed, book as soon as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for traveling on a whim.
How to plan a trip to East End?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to vacation in East End.
  2. Set your budget: Factor in costs such as food, flights and transportation when calculating how much to save for your trip to East End. Then, select a property that works with your budget, whether that's an economical stay or a more upscale getaway.
  3. Organize your East End escape with Expedia's trip planning tool: Search for and book stays and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to East End together.
  4. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in East End. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the right East End vacation package for you.
  6. Book any day trips or activities: Here's the fun part — locking in everything you want to see and do. Explore some of the best things to do in East End and book your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later East End vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your East End break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.