Sterling Vacation Packages

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Top Sterling Vacation Deals

Price found within the past 48 hours. Click for updated prices.
East Resort

East Resort

3.5 out of 5
Price was CA $2,072, price is now CA $1,187 per person
CA $1,187
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Bridgetown (BGI)
5/10 (2 reviews)

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was CA $10,066, price is now CA $5,327 per person
CA $5,327
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.8/10 Excellent! (39 reviews)
We understood that it was not peak vacation time in Barbados, but the resort was empty. The resort did not conduct any activities they had listed for the pool or the beach. No music being played - very low key. Restaurant choices very limited and one night there was even same menu two nights in a row. Very limited buffets. LOVED the staff at the spa! Definitely visit. The room was beautiful - very spacious and the view was wonderful.

Reviewed on Jul 6, 2026

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
Price was CA $6,920, price is now CA $3,712 per person
CA $3,712
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.6/10 Excellent! (109 reviews)
Perfect location, great entertainment, all restaurants were open & food was great! Close to shopping places. Hotel provided free rides to different beaches because of the seaweed. Staff was wondering & my beach front room still had amazing views

Reviewed on Jun 25, 2026

Sea Symphony Villa

Sea Symphony Villa

3.5 out of 5
Price was CA $2,971, price is now CA $1,724 per person
CA $1,724
per person
Sep 25 - Oct 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.6/10 Excellent! (11 reviews)

Seacruise Villa

Seacruise Villa

3.5 out of 5
Price was CA $2,407, price is now CA $1,505 per person
CA $1,505
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Bridgetown (BGI)
9.8/10 Exceptional! (8 reviews)
The villa is quite large -3 bedrooms patio with pool living room dining room kitchen Nice “Roman” design Everything is new and fully equipped with gas bbq stove oven ets. Astonishing vie to the ocean. 5min walk to the beach (steep although) very nice owner and cleaning stuff

Reviewed on Jan 8, 2026

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Sterling Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is CA $652 per night from Jul 14 to Jul 15
CA $652
CA $731 total
Jul 14 - Jul 15
includes taxes & fees
7.8/10 Good! (719 reviews)
"I have been to many resorts and this is the first time i have had issues with my stay. The lack of dining options, lack of staff enthusiasm to assist and be informative and the lack of entertainment options was shocking. All inclusive's tend to have all night options for the previously stated. We ..."

Reviewed on Jul 10, 2026

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort Diamond Valley
Fully refundable
The price is CA $215 per night from Jul 14 to Jul 15
CA $215
CA $272 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (595 reviews)
"The room was excellent and staff friendly"

Reviewed on Jul 12, 2026

Hilton Grand Vacations Club The Crane Barbados
Divi Southwinds Beach Resort

Divi Southwinds Beach Resort

3 out of 5
St Lawrence Main Road St. Lawrence Gap Christ Church
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 17 to Jul 18
CA $150
CA $214 total
Jul 17 - Jul 18
includes taxes & fees
8/10 Very good! (864 reviews)
"I loved. I’m at the property was in walking distance of beautiful beaches, and several restaurants and bars."

Reviewed on Jul 11, 2026

Divi Southwinds Beach Resort
See all 3,512 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.
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What to do in Sterling

Hotel Beach Day at Savvy with Shuttle Transfer

Hotel Beach Day at Savvy with Shuttle Transfer

CA $36
per adult
Hotel Beach Day at Savvy with Shuttle Transfer
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

Harrison's Cave Tour & Monkey Zipline, Barbados

CA $192
per adult
88% of travellers recommend
Harrison's Cave Tour & Monkey Zipline, Barbados
Harbour Lights-Chair &Turtle Shipwreck Snorkel Tou

Harbour Lights-Chair &Turtle Shipwreck Snorkel Tour(10:30-1:30pm)

CA $56
per adult
80% of travellers recommend
Harbour Lights-Chair &Turtle Shipwreck Snorkel Tour(10:30-1:30pm)
See all activities in Sterling

Frequently asked questions

How much does a Sterling vacation package cost?
You can grab a vacation package to this top destination from CA $1,187 on Expedia. However, how much your vacation to Sterling costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Sterling?
September, October and November are the best times to search for cheap Sterling vacation packages. Opting to travel in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Sterling?
The ideal duration of your Sterling vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to check out all the major attractions and discover some hidden gems along the way.
How to find the best Sterling package deals?
Use Expedia's filter tool to help you find some of the best Sterling package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Sterling package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Sterling vacation as a package?
You can enjoy significant savings on your next Sterling retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Sterling?
If you have your Sterling travel dates finalized, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Sterling?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the activities on offer will also help you decide when to vacation in Sterling.
  2. Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Sterling.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Sterling. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Sterling vacation package.

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.