East End Vacations from $764

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Photo by Eric Sturgeon

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.
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,243, price is now $764 per person
$764
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
7/10 Good! (1,364 reviews)
Convenient and right in the heart of town.

Reviewed on Oct 25, 2025

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,548, price is now $939 per person
$939
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
8/10 Very Good! (2,281 reviews)
Everything was great

Reviewed on Oct 28, 2025

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $4,161, price is now $2,699 per person
$2,699
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
8.2/10 Very Good! (201 reviews)
Nice clean property, good location. Good parking. Didn’t like the restaurant adds an automatic 20% gratuity, and 4% credit card charge

Reviewed on Oct 4, 2025

St John Inn

St John Inn

3 out of 5
Price was $1,739, price is now $1,153 per person
$1,153
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
9.2/10 Wonderful! (410 reviews)
Mike and Mariah were amazing. Way above and beyond assisting with anything we could think of. The place was very cute and we loved the little swimming pool. It was walking distance to dolphin market, with a tasty chicken tender and mac and cheese counter next door (thanks Mike!) and also bars and restaurants.

Reviewed on Sep 10, 2025

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Save 100% on your flight
Price was $2,248, price is now $1,640 per person
$1,640
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
9.8/10 Exceptional! (131 reviews)
We loved staying in Cruz Bay with easy taxi service to the beach and so many wonderful dining options. The room was perfect, and staff were friendly and responsive.

Reviewed on Oct 11, 2025

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Discover the most popular places to visit in East End

Hansen Bay Beach

Why not spend a lazy afternoon at Hansen Bay Beach during your trip to East End?

Hansen Bay Beach

What to do in East End

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

$179
per adult
96% of travellers recommend
St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin
Baths of Virgin Gorda

Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John

$329
per adult
100% of travellers recommend
Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John
Lady Lynsey II

St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton

$149
per adult
86% of travellers recommend
St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton
See all activities in East End

East End Hotel Deals

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
$435 nightly
The price is $488 total per night from Nov 2 to Nov 3
$488 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Only issue we have was the fridge didn’t cool my items we had in there and we had to throw it away!!!

Reviewed on Oct 26, 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
$314 nightly
The price is $353 total per night from Nov 2 to Nov 3
$353 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (2,290 reviews)
Very nice

Reviewed on Oct 28, 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
$183 nightly
The price is $204 total per night from Oct 30 to Oct 31
$204 total
Oct 30 - Oct 31
Total with taxes and fees
7/10 Good! (1,358 reviews)
Ok

Reviewed on Oct 27, 2025

Windward Passage Hotel
See all 3,644 properties in East End
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.

Find the Best East End Vacation Packages

East End Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)
Top Sights
Trunk Bay, Honeymoon Beach and Maho Beach

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Frequently asked questions

How much does an East End vacation package cost?
You'll find cheap prices from $764 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.