Enterprise Holidays

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Your Enterprise Holiday

When you organise a holiday package to Enterprise, you can relax and enjoy your break knowing your travel plans have been worked out ahead of time. Discover the wonders of this city from your base in a neighbourhood like Scarborough, which is great for coastal beaches. Fill your days with visits to Miami Beach, Oistins Friday Night Fish Fry and Christ Church Parish Church, some of the things you just have to see during a trip to Enterprise. Expedia can help you escape your routine. Tailor your holiday to Enterprise to suit your style of travel, whatever that may look like.

Enterprise Holiday

Enterprise Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Miami Beach, Oistins Friday Night Fish Fry and Christ Church Parish Church

Our pick of the best Enterprise 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 AU$816 per night from 15 July to 16 July
AU$816
15 July - 16 July
includes taxes & fees
7.6/10 Good! (439 reviews)
"All the staff were friendly, helpful and hospitable."

Reviewed on 13 Jul. 2025

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
The price is AU$334 per night from 12 Aug to 13 Aug
AU$334
12 Aug - 13 Aug
includes taxes & fees
8.2/10 Very Good! (319 reviews)
"Property is kind of far from all the areas you probably want to see and go to but the property is nice and worth the money.You will most definitely need a car to get around but the rooms are spacious clean and nice"

Reviewed on 10 Jul. 2025

Hilton Grand Vacations Club The Crane Barbados
Hilton Barbados Resort
Hilton Barbados Resort
4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is AU$451 per night from 5 Aug to 6 Aug
AU$451
5 Aug - 6 Aug
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"The property is nice and clean. They serviced your room as requested."

Reviewed on 10 Jul. 2025

Hilton Barbados Resort
See all 3,426 properties in Enterprise
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

What to do in Enterprise

Oistins

Experience Coastal Oistins

AU$46
per adult
Experience Coastal Oistins
Friday Night Live in Barbados

Friday Night Live in Oistins Private Tour

AU$479
per adult
Friday Night Live in Oistins Private Tour
Flying Dress Photoshoot in Barbados

Flying Dress Photoshoot in Barbados

AU$928
per adult
Flying Dress Photoshoot in Barbados
See all activities in Enterprise

Frequently asked questions

How much does an Enterprise holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Enterprise costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Enterprise?
The off-season is the best time to head to Enterprise if you're hoping to keep costs down. Another tip for scoring cheap Enterprise holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Enterprise?
With a well-organised itinerary, you can easily visit the most popular Enterprise sights in a handful of days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Enterprise holiday for longer.
How to find the best Enterprise package deals?
Use Expedia's filters to find some of the best Enterprise package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Enterprise 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 holiday package well in advance.
Is it cheaper to book an Enterprise holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Enterprise trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Enterprise?
If you've got your Enterprise holiday dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Enterprise?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to visit Enterprise.
  2. Budget wisely: Besides the price of your accommodation, you'll need to factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Enterprise.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Enterprise. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the ideal Enterprise holiday package for you.

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