The Whim Vacations from $1,587

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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 Club, Barbados Resort & Spa Adults Only - All Inclusive

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

4 out of 5
Price was $3,666, price is now $1,587 per person
$1,587
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8/10 Very Good! (498 reviews)
Lovely staff. The highlight of our trip was the beach cat,Deliliah who we were able to help get spayed. We hope the hotel continues to care for her and maybe one day she can find an amazing home.

Reviewed on May 5, 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 $9,007, price is now $4,217 per person
$4,217
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip 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 $6,806, price is now $3,323 per person
$3,323
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (230 reviews)
Perfect place to unwind and enjoy island life. We had a lovely time here. The staff was outgoing. The service and entertainment was amazing. The food was delicious. Love the amount of fruits they provided at each meals. Each restaurant provided excellent meals. Our room had an ocean view and I was giddy every morning taking in the view. Liked it so much we are going to bring our boys next time.

Reviewed on May 4, 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 $7,534, price is now $3,827 per person
$3,827
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (106 reviews)
Clean and amazing Staff

Reviewed on Dec 31, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Price was $6,882, price is now $3,664 per person
$3,664
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.4/10 Very Good! (411 reviews)
The staff were truly the best! Food was awesome! Pools were small but very clean! Bars and rooms were amazinggg!!!! Highly recommend this resort for quiet family well spent time.

Reviewed on Apr 20, 2026

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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

Speightstown Esplanade

Explore the lovely green spaces of Speightstown Esplanade and enjoy the snorkeling spots in Douglas. Wander the beautiful beaches and seaside in the area.

Speightstown Esplanade

What to do in The Whim

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

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

$135
per adult
88% of travellers recommend
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka
Che’s Snorkel trip! turtles, shipwrecks & photos

Che’s snorkel catamaran! turtles & shipwrecks (semi private)

$75
per adult
100% of travellers recommend
Che’s snorkel catamaran! turtles & shipwrecks (semi private)
Half-Day Barbados Tour Harrisons Cave Hunte's Garden and Bathsheba

Half-Day Barbados Tour Harrisons Cave Hunte's Garden and Bathsheba

$140
per adult
94% of travellers recommend
Half-Day Barbados Tour Harrisons Cave Hunte's Garden and Bathsheba
See all activities in The Whim

The Whim Hotel Deals

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$273 nightly
The price is $307 total per night from Jun 5 to Jun 6
$307 total
Jun 5 - Jun 6
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
The hotel, service, the food, amenities. Everything was amazing , top tier hotel 10/10 very satisfied, and will definitely be back.

Reviewed on May 6, 2026

Hilton Barbados 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
$177 nightly
The price is $202 total per night from May 13 to May 14
$202 total
May 13 - May 14
Total with taxes and fees
8.6/10 Excellent! (529 reviews)
It was a beautiful and peaceful resort.

Reviewed on May 4, 2026

Hilton Grand Vacations Club The Crane Barbados
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
7.6/10 Good! (668 reviews)
Awesome

Reviewed on May 4, 2026

Get rates
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
See all 3,496 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 $1,587 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.