Title: Enterprise Vacation Packages & Trips 2026 from CA $865 | Expedia.ca

[Hotels in Enterprise](https://expedia.ca/Enterprise-Hotels.d553248635976431912.Travel-Guide-Hotels)[Vacation Rentals in Enterprise](https://expedia.ca/Enterprise-Vacation-Rentals.d553248635976431912.Travel-Guide-VacationRentals)[Enterprise Car Rentals](https://expedia.ca/Car-Rentals-In-Enterprise.d553248635976431912.Car-Rental-Guide)

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# Enterprise Vacation Packages

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## Top Enterprise Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Metro Hotel Couva](https://images.trvl-media.com/lodging/14000000/13580000/13574400/13574304/2b3d41aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Metro Hotel Couva

CA $865

per person

Mar 25 - Apr 1

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Port of Spain (POS)

8.4/10 Very Good! (416 reviews)

The room was clean , but it was ver noisy. Th AC was vibrating, next door had parties until 2 am

Reviewed on Feb 1, 2026

![Woodbrook on the Avenue](https://images.trvl-media.com/lodging/20000000/19770000/19770000/19769980/fa9f915c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Woodbrook on the Avenue

Woodbrook

CA $920

per person

Mar 25 - Apr 1

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Port of Spain (POS)

9/10 Wonderful! (76 reviews)

The room was clean and well prepared for us.

Reviewed on Feb 1, 2026

![Chaquacabana Resort & Beach Club](https://images.trvl-media.com/lodging/96000000/95330000/95328900/95328885/w828h826x0y0-92ef4abf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chaquacabana Resort & Beach Club

CA $1,266

per person

Mar 25 - Apr 1

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Port of Spain (POS)

6/10 (87 reviews)

Property needs to have proper walkway to staircase to home.

Reviewed on Oct 13, 2025

![Port Lodge](https://images.trvl-media.com/lodging/15000000/14890000/14880600/14880560/3aaf4004_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Port Lodge

CA $895

per person

Mar 15 - Mar 20

found 21 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Port of Spain (POS)

6.8/10 (25 reviews)

Thank you Expedia, I am certain to key into Expedia along my life journey way, this current facility is a set standards high Lodge for travel from Trinidad, The Property is well maintained and The Accomodations Clean, Cleanse and Spacious, Comfortable Bed, with all the General amenities for a visit or stay, Thanks.

Reviewed on Mar 7, 2025

![Mahogany Ridge Trinidad](https://images.trvl-media.com/lodging/106000000/105670000/105667200/105667189/44858413_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mahogany Ridge Trinidad

CA $1,002

per person

Apr 23 - Apr 27

found 10 hours ago

Roundtrip flight included

Montreal (YMQ) to Port of Spain (POS)

9.4/10 Exceptional! (10 reviews)

Absolutely stunning! Peaceful and quiet. Very well stocked with facilities. Breakfast available, but bring your own food otherwise. If you get to the North Deck and didn't see it, you've just passed it. Look to the right of the North Deck and proceed to the furthest gate to the right. It's a steep climb by vehicle to access. Not for the faint of heart, but well worth it! Spanish is an asset with the onsite attendant, however, the owner speaks English and is only a call away.

Reviewed on May 10, 2025

## Ready to book your vacation to Enterprise?

Choose your dates

## Enterprise Hotel Deals

![Hyatt Regency Trinidad](https://images.trvl-media.com/lodging/2000000/1800000/1793200/1793103/238cf6ef_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad

CA $325

CA $395 total

Feb 27 - Feb 28

includes taxes & fees

9/10 Wonderful! (1,010 reviews)

Staff was fantastic, very helpful, the room were very clean, the main entrance was fantastic and what a view from the lobby and my room. The gym and pool was great. I would stay their again.

Reviewed on Feb 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=1793103&PinnedHotelID=1793103&HadPinnedHotel=true&regionId=553248635976431912)

![Hilton Trinidad & Conference Centre](https://images.trvl-media.com/lodging/1000000/570000/564200/564174/3ca351d7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hilton Trinidad & Conference Centre

Lady Young Road, Belmont Port of Spain 

CA $276

CA $334 total

Feb 20 - Feb 21

includes taxes & fees

8/10 Very Good! (1,005 reviews)

The perfect hotel bubble with a splash of luxury. Still, close to local food, entertainment and culture. Staff is welcoming! The breakfast, dining and lounge areas are beautiful. Hilton properties are a pleasant-joy to stay at.

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=564174&PinnedHotelID=564174&HadPinnedHotel=true&regionId=553248635976431912)

![Kapok Hotel](https://images.trvl-media.com/lodging/1000000/20000/12300/12229/d59c6f57_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Kapok Hotel

16-18 Cotton Hill St Clair Port of Spain Trinidad

CA $177

CA $219 total

Feb 20 - Feb 21

includes taxes & fees

8.2/10 Very Good! (1,006 reviews)

Excellent Service, I got a later check out. Room was clean and comfortable. Breakfast was tasty and will stay there in the future. This was my first stay, and not my last

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=12229&PinnedHotelID=12229&HadPinnedHotel=true&regionId=553248635976431912)

[See all 417 properties in Enterprise](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&regionId=553248635976431912)

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)

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