Enterprise Holidays

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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

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$458 per night from 14 Sept to 15 Sept
AU$458
14 Sept - 15 Sept
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Overall a great property. The amenities were really good and the overall experience was very good. I would have given them 5 stars but there were several cases with being miss charged at restaurants or strange issues with not getting what was ordered."

Reviewed on 22 Aug. 2025

Hilton Barbados 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
Fully refundableReserve now, pay when you stay
The price is AU$782 per night from 29 Aug to 30 Aug
AU$782
29 Aug - 30 Aug
includes taxes & fees
7.6/10 Good! (476 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on 20 Aug. 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
The price is AU$1,025 per night from 29 Aug to 30 Aug
AU$1,025
29 Aug - 30 Aug
includes taxes & fees
Sugar Bay Barbados - All Inclusive
See all 3,448 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

Friday Night Live in Barbados

Friday Night Live in Oistins Private Tour

AU$474
per adult
Friday Night Live in Oistins Private Tour
Nightlife Bars & Lounges Hopping Private Customized Island Tours

Nightlife Bars & Lounges Hopping Private Customized Island Tours

AU$597
per traveller
Nightlife Bars & Lounges Hopping Private Customized Island Tours
Sunrise to Sunset Private Photo Shoot in Barbados

Sunrise to Sunset Private Photo Shoot in Barbados

AU$611
per traveller
Sunrise to Sunset Private Photo Shoot 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.