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

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$743 per night from 19 July to 20 July
AU$743
19 July - 20 July
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 10 July 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 AU$276 per night from 26 July to 27 July
AU$276
26 July - 27 July
includes taxes & fees
8.6/10 Excellent! (594 reviews)
"We loved how peaceful it was listening to nature..it was very relaxing. we will return."

Reviewed on 10 July 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 AU$224 per night from 26 July to 27 July
AU$224
26 July - 27 July
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 11 July 2026

Divi Southwinds Beach Resort
See all 3,513 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

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

AU$152
per adult
100% of travellers recommend
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
Barbados Glass Bottom Boat Cruise and Snorkeling

Barbados Glass Bottom Boat Cruise and Snorkeling

AU$58
per adult
88% of travellers recommend
Barbados Glass Bottom Boat Cruise and Snorkeling
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

Harrison's Cave Tour & Monkey Zipline, Barbados

AU$195
per adult
88% of travellers recommend
Harrison's Cave Tour & Monkey Zipline, 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.

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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.