Enterprise Vacation Packages

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Your Enterprise Vacation

Lock in a Enterprise vacation package and get ready to experience the best of this lively city. Consider staying in the neighborhood of Foul Bay, which is great for coastal beaches, watersports and nature. Fill your days with tours of Miami Beach, Oistins Friday Night Fish Fry and Christ Church Parish Church, some of the top attractions you shouldn't miss during a trip to Enterprise. Don't delay your visit to this destination any longer. The perfect Enterprise vacation is just a few clicks away with Expedia.

Top Enterprise Vacation Deals

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
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
7.8/10 Good! (300 reviews)
My hubby & i enjoyed our stay. The staff was kind & friendly. The food was great!

Reviewed on Jun. 6, 2024

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
per person
Jul. 8 - Jul. 14
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Bridgetown (BGI)
9.2/10 Wonderful! (103 reviews)
Amazing stay at O2. Here I became a fiancée. Can’t wait to return

Reviewed on May 20, 2024

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.4/10 Very Good! (249 reviews)
overall the place is good. unfortunately we the breakfast is disappointing, since it’s the same old breakfast everyday with maybe one new thing. great for someone who wants an english breakfast everyday. The three bedroom was amazing best room i’ve had. the staff was either amazing or not so much. Some were so happy and overall nice and some seemed like it was kinda a burden helping you. despite tipping them regularly. that and breakfast was slightly disappointing. the area however is beautiful. and the ocean is clear as day. pools aren’t big so if you expect like a dominican feel resort this isn’t it.

Reviewed on May 17, 2024

Cobblers Cove - Barbados

Cobblers Cove - Barbados

5 out of 5
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
9.4/10 Exceptional! (116 reviews)
Decor was superb. Hospitality on-point. Thank you!

Reviewed on Apr. 25, 2024

Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
9/10 Wonderful! (942 reviews)
It was great place to stay I wish they had more options for food wise

Reviewed on Jun. 7, 2024

Enterprise Beach Vacation

Get ready to live out your beach fantasies on your upcoming Enterprise vacation. Go on a romantic walk, soak up the sparkling ocean views and pick up pretty seashells during your trip to Enterprise. Only 0.97 kilometres from the city center, Miami Beach is the place to be for many travelers. Look through our Enterprise vacation packages and watch your travel budget stretch further!

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, Harrismith
Fully refundableReserve now, pay when you stay
The price is CA $568 per night from Jun. 8 to Jun. 9
CA $568
CA $702 total
includes taxes & fees
Jun 8 - Jun 9
7.8/10 Good! (158 reviews)
"I liked that the front desk receptionist Vanessa was very kind and helpful. Not to mention, Vanessa helped with anything we needed. The Castle restaurant has the best food and service from great staff such as the hostess Khadija, server Elroy, server Brandon, server Desma, and server Karen. Furthermore, ..."

Reviewed on Jun. 6, 2024

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Radisson Aquatica Resort Barbados
Radisson Aquatica Resort Barbados
4 out of 5
Aquatic Gap, Carlisle Bay, Bridgetown, St. Michael
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul. 5 to Jul. 6
CA $212
CA $260 total
includes taxes & fees
Jul 5 - Jul 6
7.8/10 Good! (1,001 reviews)
"I thought the pool could have been better, but I loved how kind the staff was."

Reviewed on Jun. 5, 2024

Radisson Aquatica Resort Barbados
Turtle Beach by Elegant Hotels – All-Inclusive
Turtle Beach by Elegant Hotels – All-Inclusive
4 out of 5
Dover, St. Lawrence Gap, Maxwell, Christ Church
Fully refundableReserve now, pay when you stay
The price is CA $464 per night from Jun. 16 to Jun. 17
CA $464
CA $516 total
includes taxes & fees
Jun 16 - Jun 17
8/10 Very Good! (621 reviews)
"The food options were great, room is a bit dated and the numerous birds in the dining area made eating problematic as you constantly had to be watching your food and swatting them away. Overall a good stay I will recommend staying there once the birds are dealt with."

Reviewed on Jun. 3, 2024

Turtle Beach by Elegant Hotels – All-Inclusive
See all 3,571 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Enterprise vacation package cost?
Explore the best of Enterprise from as low as CA $2,351. We offer a great selection of flights, hotels and rental cars to suit your budget. Pick up even better deals when you add a few sightseeing activities to your vacation package.
How do I get a cheap travel package to Enterprise?
Imagine all the fabulous things you could do in Enterprise with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into an Enterprise vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties throughout the world. Whether you’re vacationing with the whole family or surprising your special someone, exploring Enterprise is better with a package.
Where should I stay in Enterprise?
With loads to explore in Enterprise, we recommend you secure a room in a hotel near its attractions. Miami Beach, Oistins Friday Night Fish Fry and Christ Church Parish Church are some good ones to put on your itinerary.
What are the top hotels in Enterprise?
If it’s your first time in Enterprise, lock in a room at Valersk Vacation Apartments or 1st Floor Villas With A Sea View. Both offer comfortable beds and are top options with lots of travelers.
How far in advance should I book my Enterprise vacation?
Smart travelers will likely want to reserve their seats early. You can normally look up international airfares on Expedia up to a year before your intended flight. If you’ve left things to the last minute, don’t despair. Bargain prices sometimes appear in the last weeks before departure.
What does an Expedia Enterprise travel package include?
Choose from any combination of rental cars, hotels and flights. Once you’ve made your booking, you can add the fun stuff like experiences and activities. Want to pick your airfare class? That’s easy to do too. The choice is yours when it comes to organizing your perfect Enterprise escape.
What should I know before booking an Enterprise travel package?
Design deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have them all. You’ll save precious cash just by combining your bookings. Whether you’re going on a ski trip or venturing someplace warm, your perfect vacation is just a few clicks away.
Can I choose my airline with an Enterprise Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Just select the carrier you want and create the perfect Enterprise escape.
If I'm not able to travel, can I cancel my Enterprise vacation package?
Yes, you can. We realize life doesn’t always go to plan, so we’re happy to help if you have to make changes to your Enterprise vacation package. It may be possible to cancel or amend your itinerary at no cost if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Enterprise

Image for Miami Beach

Miami Beach

4.5/5(51 reviews)

A great beach with tide pools for toddlers and big waves for aspiring surfers. Plenty of sun and sand for everyone else.

Miami Beach
Image for Oistin's Friday Night Fish Fry

Oistin's Friday Night Fish Fry

4.5/5(75 reviews)

Enjoy a stop at Oistin's Friday Night Fish Fry, an entertaining place to visit in Scarborough. Discover the area's beautiful sunsets and seafood restaurants.

Oistin's Friday Night Fish Fry
Image for Christ Church Parish Church

Christ Church Parish Church

4.5/5(15 reviews)

You can find out about the history of Scarborough with a stop at Christ Church Parish Church. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Christ Church Parish Church

What to do in Enterprise

Image for Beginner Surf Lesson in Barbados

Beginner Surf Lesson in Barbados

CA $149
Per adult
Beginner Surf Lesson in Barbados
Image for Barbados Full-day Private Tour

Barbados Full-day Private Tour

CA $345
Per adult
100% of travellers recommend
Barbados Full-day Private Tour
See all activities in Enterprise
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.