Sterling Vacations from $1,973

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The Latest Sterling vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
Save 100% on your flight
Price was $3,299, price is now $1,973 per person
$1,973
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.4/10 Very Good! (469 reviews)
Beautiful property that is well designed. Little disappointed in the food selections and that two different restaurants did not have several items on the menu, including fish and lettuce. Seemed very odd. Otherwise its a great property.

Reviewed on Dec 9, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Save 100% on your flight
Price was $5,152, price is now $2,946 per person
$2,946
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (192 reviews)
Very beautiful resort with really good food. The resort is actually impeccably clean. The rooms are gorgeous. The staff was extremely attentive. Just be careful when booking. I booked for 2 and noticed day before departure that the booking had somehow changed to a booking for 1 person, but at the same price for two! It was a little horrific as I had to pay considerably more upon arrival! Significantly more. Now I have a small claims court date to contend with. Very unfortunate. But the resort was a good one. I’ve been to many… it’s up there.

Reviewed on Oct 25, 2025

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Save 100% on your flight
Price was $6,630, price is now $3,983 per person
$3,983
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
9/10 Wonderful! (36 reviews)
The staff was exceptionally friendly and professional. Location is great if you want peace and quiet; it’s not near too many other resorts. There are clubs nearby, outdoor which allows you to enjoy the outdoor air and environment. You have to take a taxi to go from the resort to downtown or walk maybe quarter a mile to bus transportation, which was easy to use.

Reviewed on Sep 15, 2025

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Save 100% on your flight
Price was $5,808, price is now $3,527 per person
$3,527
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (100 reviews)
Staff was absolutely amazing… great job team

Reviewed on Oct 28, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
Price was $5,464, price is now $3,387 per person
$3,387
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.4/10 Very Good! (367 reviews)
Breakfast was cold every day and there was a limited selection. Some of the staff were friendly and engaging but overall, not so much. The room was clean but needed some attention. Exterior areas were clean and well maintained. The fine dining restaurant was excellent. There is a beautiful beach and plenty of loungers.

Reviewed on Dec 3, 2025

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Sterling Hotel Deals

The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
$479 nightly
The price is $536 total per night from Dec 14 to Dec 15
$536 total
Dec 14 - Dec 15
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
No beach access and too far from great restaurants

Reviewed on Dec 7, 2025

The Crane Resort
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road Long Bay St. Philip
$670 nightly
The price is $747 total per night from Dec 11 to Dec 12
$747 total
Dec 11 - Dec 12
Total with taxes and fees
7.6/10 Good! (546 reviews)
The balcony view was scenic. The hotel was clean. Constant activities. The food was amazing. Just fabulous all around experience. One that I can’t forget

Reviewed on Dec 9, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$355 nightly
The price is $397 total per night from Dec 17 to Dec 18
$397 total
Dec 17 - Dec 18
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
Room was good and staff was respectful and nice.

Reviewed on Dec 8, 2025

Hilton Barbados Resort
See all 3,684 properties in Sterling
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 Sterling Vacation Packages

Sterling Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
80ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Sterling vacation package cost?
You can grab a vacation package to this destination from $1,973 on Expedia. However, how much your vacation to Sterling costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Sterling?
September, November and December are the best times to look for cheap Sterling vacation packages. Opting to travel in quieter months means you'll typically find lower prices on hotels and flights.
How many days is enough for Sterling?
With a well-organized travel plan, you can easily visit the most popular Sterling sights in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Sterling vacation for longer.
How to find the best Sterling package deals?
Use Expedia's filters to find some of the best Sterling package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Sterling package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Sterling vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Sterling getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Sterling?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Sterling getaway.
Does Expedia offer Book Now, Pay Later Sterling vacation packages?
If you're like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Sterling vacation 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.