Title: Enterprise Vacation Packages & Trips 2026 from CA $2,077 | Expedia.ca

[Hotels in Enterprise](https://expedia.ca/Enterprise-Hotels.d553248635976389534.Travel-Guide-Hotels)[Vacation Rentals in Enterprise](https://expedia.ca/Enterprise-Vacation-Rentals.d553248635976389534.Travel-Guide-VacationRentals)[Enterprise Car Rentals](https://expedia.ca/Car-Rentals-In-Enterprise.d553248635976389534.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# 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](https://www.expedia.ca/Miami-Beach-Oistins.d6061277.Vacation-Attraction), [Oistins Friday Night Fish Fry](https://www.expedia.ca/Oistins-Friday-Night-Fish-Fry-Oistins.d553248621532873342.Vacation-Attraction) and [Christ Church Parish Church](https://www.expedia.ca/Christ-Church-Parish-Church-Oistins.d6061235.Vacation-Attraction), 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](https://images.trvl-media.com/lodging/1000000/20000/13800/13750/0992d620_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $2,077

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Bridgetown (BGI)

8/10 Very Good! (485 reviews)

I had an Ocean View room so the view of the sunset (if you were not out on the sundeck watching it) was perfect. The meals were very good, catering for almost any diet. The staff were very friendly and courteous but not over bearing. The rooms were clean and felt fresh - due to the number of rooms on the plot size they were designed to encourage the visitor to be out and about and only be in the room for a daytime siesta and your nightly sleep.

Reviewed on Mar 30, 2026

![Concierge Collection at O2 Beach Club & Spa by Ocean Hotels](https://images.trvl-media.com/lodging/91000000/90170000/90165900/90165847/4cf36ec2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

CA $5,450

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) 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](https://images.trvl-media.com/lodging/54000000/53900000/53894500/53894415/28e78788_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### O2 Beach Club & Spa by Ocean Hotels - All Inclusive

CA $4,307

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Bridgetown (BGI)

8.8/10 Excellent! (214 reviews)

Lovely location and lovely hotel . Could just do with a bit of TLC .Everything was good just not amazing

Reviewed on Mar 30, 2026

![Luxury Collection at Sea Breeze Beach House by Ocean Hotels](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413600/d396d57e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury Collection at Sea Breeze Beach House by Ocean Hotels

CA $4,951

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Bridgetown (BGI)

8.6/10 Excellent! (105 reviews)

Clean and amazing Staff

Reviewed on Dec 31, 2025

![Sea Breeze Beach House by Ocean Hotels - All Inclusive](https://images.trvl-media.com/lodging/1000000/30000/23100/23073/313e3791_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sea Breeze Beach House by Ocean Hotels - All Inclusive

CA $4,937

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Bridgetown (BGI)

8.4/10 Very Good! (390 reviews)

I had the best experience from the time me and my friends arrived at the place till we left the place was clean and the staff were very nice the food was ok drinks were great overall the experience was really good joel was one of the great staff there that made the experience even better hi was very helpful very welcoming

Reviewed on Mar 21, 2026

### 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!

## Ready to book your vacation to Enterprise?

Choose your dates

## Enterprise Hotel Deals

![Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort](https://images.trvl-media.com/lodging/98000000/97070000/97064400/97064310/2c096845_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

End of Belair Road Long Bay St. Philip

CA $733

CA $820 total

Apr 14 - Apr 15

includes taxes & fees

7.6/10 Good! (634 reviews)

Brilliant and very accommodating staff! We were very apprehensive of

Reviewed on Mar 29, 2026

[](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=97064310&PinnedHotelID=97064310&HadPinnedHotel=true&regionId=553248635976389534)

![The Crane Resort](https://images.trvl-media.com/lodging/1000000/20000/17600/17504/2ccf5116_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Crane Resort

Crane Diamond Valley St. Philip

Fully refundableReserve now, pay when you stay

CA $445

CA $559 total

Apr 11 - Apr 12

includes taxes & fees

8.4/10 Very Good! (1,005 reviews)

We had a wonderful stay at the Crane Resort. Our room and view were amazing. The staff members were top tier, so friendly and helpful. The restaurants were brilliant esp Zen. We looked forward to breakfast overlooking the beach every morning. Can hardly wait to return.

Reviewed on Mar 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F04%2F2026&endDate=12%2F04%2F2026&selected=17504&PinnedHotelID=17504&HadPinnedHotel=true&regionId=553248635976389534)

![Hilton Barbados Resort](https://images.trvl-media.com/lodging/1000000/910000/901900/901879/e5f51218_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Barbados Resort

Needhams Point Bridgetown 

Fully refundableReserve now, pay when you stay

CA $416

CA $513 total

Apr 29 - Apr 30

includes taxes & fees

8.4/10 Very Good! (1,003 reviews)

It was fine Slow service

Reviewed on Mar 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F04%2F2026&endDate=30%2F04%2F2026&selected=901879&PinnedHotelID=901879&HadPinnedHotel=true&regionId=553248635976389534)

[See all 3,412 properties in Enterprise](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&regionId=553248635976389534)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Enterprise

![Miami Beach](https://images.trvl-media.com/place/6061277/9648b219-a884-4625-850c-594fc86ab3a8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Miami Beach

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

[](https://expedia.ca/Miami-Beach-Oistins.d6061277.Vacation-Attraction)

#### Christ Church Parish Church

After visiting Christ Church Parish Church, make a plan to see the other sights and activities in Scarborough. Discover the area's beautiful sunsets and seafood restaurants. 

[](https://expedia.ca/Christ-Church-Parish-Church-Oistins.d6061235.Vacation-Attraction)

### What to do in Enterprise

![Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise](https://mediaim.expedia.com/localexpert/1155393/f0078986-f8bb-43c7-a3da-01767965f71d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

CA $157

per adult

**96%** of travellers recommend

[](https://expedia.ca/things-to-do/barbados-catamaran-turtle-and-shipwreck-snorkeling-cruise.a1155393.activity-details)

![Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx](https://mediaim.expedia.com/localexpert/47227712/0e2384d4-72be-4c67-a738-eed77438a4f7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

CA $144

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/luxury-evening-voyage-all-inclusive-coastal-cruise-by-oceanluxx.a47227712.activity-details)

![Cruise Passanger Beach day in Barbados with shuttle transfers](https://mediaim.expedia.com/localexpert/1691023/250c5d4a-5e35-4bea-9f86-be1ecdc4bed1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cruise Passanger Beach day in Barbados with shuttle transfers

CA $41

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/cruise-passanger-beach-day-in-barbados-with-shuttle-transfers.a1691023.activity-details)

[See all activities in Enterprise](https://expedia.ca/things-to-do/search?rid=553248635976389534)

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