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.
ECO Lifestyle & Lodge

ECO Lifestyle & Lodge

3 out of 5
Price was CA $1,956, price is now CA $1,346 per person
CA $1,346
per person
Jul 4 - Jul 8
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Bridgetown (BGI)
9.2/10 Wonderful! (166 reviews)
Facilities were beautiful. Nice garden with outdoor seating. The view was great, large room, large bed, you're in a wooden house in nature, good AC.

Reviewed on Feb 24, 2026

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

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

4 out of 5
Price was CA $5,317, price is now CA $2,478 per person
CA $2,478
per person
Jul 4 - Jul 11
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Bridgetown (BGI)
8/10 Very Good! (499 reviews)
Location in holetown was good. Beach view was awesome. Walk down staircase you are on sandy lane beach only seven steps. Other staircases you are on the water swimming. The entertainment was good and food was very good. Kayak were free and fun and sail boat ride was great. Rooms were clean and the mini split air conditioner worked incredibly well. The staff was excellent the drinking water in Barbados was excellent.

Reviewed on May 14, 2026

Sea Symphony Villa

Sea Symphony Villa

3.5 out of 5
Price was CA $3,430, price is now CA $2,020 per person
CA $2,020
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Bridgetown (BGI)
8.6/10 Excellent! (11 reviews)
The staff was wonderful, chef made delicious Bajan meals, very accommodating and pleasant stay…will definitely be back- thank you for a relaxing stress free birthday vacation!

Reviewed on Aug 6, 2025

Wild Cane Ridge 2 by Island Villas

Wild Cane Ridge 2 by Island Villas

4.5 out of 5
Price was CA $14,599, price is now CA $9,212 per person
CA $9,212
per person
Jun 28 - Jul 4
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Bridgetown (BGI)
No reviews
The Crane Resort

The Crane Resort

4.5 out of 5
Price was CA $3,332, price is now CA $2,299 per person
CA $2,299
per person
Jul 17 - Jul 24
found 11 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Bridgetown (BGI)
8.6/10 Excellent! (1,011 reviews)
I loved the property

Reviewed on May 10, 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?

 

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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 CA $351 per night from Jun 9 to Jun 10
CA $351
CA $434 total
Jun 9 - Jun 10
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
Great view great staff

Reviewed on May 14, 2026

Hilton Barbados 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
The price is CA $221 per night from Jun 10 to Jun 11
CA $221
CA $278 total
Jun 10 - Jun 11
includes taxes & fees
8.6/10 Excellent! (540 reviews)
This time around was very disappointing

Reviewed on May 16, 2026

Hilton Grand Vacations Club The Crane Barbados
The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
The price is CA $449 per night from May 29 to May 30
CA $449
CA $562 total
May 29 - May 30
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Everything was great except for the beach which was full of Sargassum seaweed, it happens once in a while and it's nobody's fault. The Crane provided a free shuttle and accommodation to Harbour Lights beach which was absolutely amazing, so no bad after all, the only minor inconvenience was the commute. ...

Reviewed on May 17, 2026

The Crane Resort
See all 3,452 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.
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Discover the most popular places to visit in Enterprise

Miami Beach

Miami Beach

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

Miami Beach

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.

Christ Church Parish Church

What to do in Enterprise

Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

CA $157
per adult
96% of travellers recommend
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

CA $185
per adult
90% of travellers recommend
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

CA $144
per adult
100% of travellers recommend
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
See all activities in Enterprise

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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.