The Whim Vacations from $1,088

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Your The Whim Vacation

With every last detail organized before you take off, our The Whim vacation packages mean you can concentrate on having fun. Whether you base yourself in the neighborhood of Upper Carlton, which is great for walking, or someplace else in town, this interesting city promises a wealth of discoveries. If taking in sights is on the to-do list during your trip to The Whim, swing by popular attractions like Port St. Charles Marina, Heywoods Beach and Speightstown Esplanade. Browse Expedia's wide range of travel options and begin planning your dream vacation to The Whim today.

The Latest The Whim vacation packages

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

The Crane Resort

4.5 out of 5
Save 100% on your flight
Price was $1,795, price is now $1,088 per person
$1,088
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (1,022 reviews)
The pool is amazing and the staff

Reviewed on Mar 19, 2026

The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Price was $3,397, price is now $1,459 per person
$1,459
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8/10 Very Good! (485 reviews)
Le personnel au bar et l'équipe en général peu amicale toujours l'impression de les dérangés.

Reviewed on Mar 12, 2026

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 $4,174, price is now $2,302 per person
$2,302
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (39 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

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was $3,292, price is now $1,823 per person
$1,823
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (214 reviews)
Very clean and very very nice staff.

Reviewed on Mar 17, 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
Save 100% on your flight
Price was $2,406, price is now $1,482 per person
$1,482
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (105 reviews)
Clean and amazing Staff

Reviewed on Dec 31, 2025

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Discover the most popular places to visit in The Whim

Port St. Charles Marina

Explore the waterfront in Retreat with a trip to Port St. Charles Marina. Wander the beautiful beaches and seaside in this relaxing area.

Port St. Charles Marina

Heywoods Beach

If a restful vacation is part of your travel plans, Heywoods Beach might be the perfect place to seek out during your trip to Douglas. Stroll along this relaxing area's seaside, or simply enjoy its restaurants.

Heywoods Beach

St. Peter Parish Church

After visiting St. Peter Parish Church, make a plan to see the other sights and activities in Douglas. Wander the beautiful beaches and seaside in the area.

St. Peter Parish Church

What to do in The Whim

Couple on the platform during their Monkey Zipline Adventure at Harrison's Cave Eco-Adventure Park

Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

$135
per adult
80% of travellers recommend
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka
Group tours

Mount Gay Signature Rum Tasting Experience

$36
per adult
100% of travellers recommend
Mount Gay Signature Rum Tasting Experience
Monkey Feeding

Barbados Shore Excursion: Wildlife Encounter and Beach Day

$78
per adult
Barbados Shore Excursion: Wildlife Encounter and Beach Day
See all activities in The Whim

The Whim 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
$363 nightly
The price is $409 total per night from Apr 12 to Apr 13
$409 total
Apr 12 - Apr 13
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Love our room

Reviewed on Mar 21, 2026

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
$495 nightly
The price is $558 total per night from Apr 16 to Apr 17
$558 total
Apr 16 - Apr 17
Total with taxes and fees
7.6/10 Good! (625 reviews)
Not worth the money. This hotel gets very little maintenance from what we observed. A few things didn't work like the sidewalk lights leading to the Castle view restaurant. You walk at night in pitch dark. You need to use the flashlight on your phone to ensure you don't trip, it's so dark. According ...

Reviewed on Mar 19, 2026

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
$374 nightly
The price is $418 total per night from Apr 17 to Apr 18
$418 total
Apr 17 - Apr 18
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
The hotel is old and beat up. Not so clean. They are renovating it slowly but it was one of the worst hotels I stayed in in a very long time. And I travel non-stop. Super overpriced for what it is. Only nice thing was the view and the beach. Great spot. Beautiful water and sand. They must renovate ...

Reviewed on Mar 19, 2026

Hilton Barbados Resort
See all 3,425 properties in The Whim
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 The Whim Vacation Packages

The Whim Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Heywoods Beach, Arlington House Museum and Port St. Charles Marina

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Frequently asked questions

How much does a The Whim vacation package cost?
Offering excellent value package deals from $1,088 on Expedia, you'll be pleasantly surprised at how much a vacation to The Whim costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to The Whim?
You're likely to find lower prices and better availability in September, November and December. Take a look at our cheap The Whim vacation packages and you could score some excellent off-season deals.
How many days is enough for The Whim?
The ideal duration of your The Whim vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the leading attractions and discover some hidden spots along the way.
How to find the best The Whim package deals?
Start your search for a The Whim package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect The Whim 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 The Whim adventure off to a flying start.
Is it cheaper to book a The Whim vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customize your The Whim trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to The Whim?
If you're considering a spur-of-the-moment The Whim vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to The Whim?

  1. Choose when to travel: Check your schedule and pack your bags. Your favorite time of year and the type of activities available will also help you decide when to visit The Whim.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to The Whim.
  3. Explore The Whim with our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to The Whim. You can also save your favorite places, collaborate with family and friends and organize your plans in one place.
  4. Decide how many days away: Start by making a list of all the attractions you'd like to get to in The Whim. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a The Whim vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some fun things to do in The Whim. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later The Whim vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your The Whim 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.