East End Vacation Packages
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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.
Top East End Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas
CA $1,880
per person
Oct 24 - Oct 31
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very good! (2,522 reviews)
The hotel staff was so friendly, but the smell of the sargassum was almost unbearable in certain areas. They closed the restaurants early most evenings and shut the pool bar down for 3 of the 6 days we were there. For sure a resort that isn’t catered to “off season” travelers as much as they would be during peak times. Also no beach on the property.
Reviewed on Sep 18, 2026
Wharfside Village Hotel
CA $2,789
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (204 reviews)
Located in such a great spot..
Restaurants
Shops
National park
Beaches
Awesome local people
Water sports outside yr door
Beach bars
Views , awesome..
Reviewed on Sep 18, 2026
Calichi at Picture Point
CA $3,552
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (84 reviews)
This was our second time in Calichi. I intend to return soon. There is no other place like it in the world.
Reviewed on Aug 14, 2026
Ready to book your vacation to East End?
East End Hotel Deals
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $258
CA $319 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (846 reviews)
"Great property, a little stingy with the complimentary coffee but a great bar to hang at and great food. The staff was excellent."
Reviewed on Sep 19, 2026
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
CA $367
CA $528 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,488 reviews)
"The bartenders, wait staff, concierge, guest arrival services members were impressive and professional. We merely experienced a problem with our access to warm/hot water for showering. After reporting “cold water bathing” as du jour twice in one day, we were relocated to a different room—yet the ..."
Reviewed on Sep 18, 2026
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,513 reviews)
"The hotel staff was so friendly, but the smell of the sargassum was almost unbearable in certain areas. They closed the restaurants early most evenings and shut the pool bar down for 3 of the 6 days we were there. For sure a resort that isn’t catered to “off season” travelers as much as they would ..."
Reviewed on Sep 18, 2026
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.
Stay near popular East End attractions
Hansen Bay Beach
Why not spend a lazy afternoon at Hansen Bay Beach during your trip to East End?
What to do in East End
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
CA $206
per adult
100% of travellers recommend
St. John Days End Sunset Sail with Open Bar from the Westin
CA $137
per adult
100% of travellers recommend
Frequently asked questions
How much does an East End vacation package cost?
You can snap up a vacation package to this top destination from CA $1,724 on Expedia. However, how much your vacation to East End costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to East End?
Plan your trip for the off-season and you're likely to get cheap East End vacation packages. Remember that school vacation periods and major local events can have an impact on prices, so do a little research before booking.
How many days is enough for East End?
With about 8 days, you'll have enough time to visit popular neighbourhoods like Estate Concordia An and Maho Bay Quarter during your East End vacation. Make sure to also add Cinnamon Bay Beach and Maho Beach to your sightseeing list. Up for some more adventures? Consider venturing outside of East End on tours and day trips.
How to find the best East End package deals?
Begin your search for an East End package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal East End package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your East End adventure 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 getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
How to plan a trip to East End?
- Pick your dates: The things you want to do in East End and your favourite season will help you decide when to go.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and activities. Your accommodations will probably be the largest expense during your trip to East End.
- Work out your trip length: Think about how long you want to spend discovering East End. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose an East End vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
