Title: Book the Best Caribbean Islands WINERY Hotels in 2025 | Expedia.ca

 

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![Panoramic view of a tropical beach paradise with a calm sea and palm trees.](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Caribbean Islands

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## Check availability on Caribbean Islands Winery Hotels

Tonight

[Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Caribbean Islands Winery Hotels

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/14000000/13570000/13562100/13562088/5b33fc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gym](https://images.trvl-media.com/lodging/14000000/13570000/13562100/13562088/dde7822c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/14000000/13570000/13562100/13562088/3573a8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/14000000/13570000/13562100/13562088/090c9745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lodgings Hotel SureStay Collection by Best Western

Providenciales

7.6/10

Good

(577)

" Good"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Monnes

CA $229

CA $290 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Providenciales-Hotels-The-Lodgings-Hotel-SureStay-Collection-By-Best-Western.h13562088.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/w3837h2557x3y4-c676216b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/w3836h2557x4y4-5dc9718e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/w3836h2558x4y3-694aa831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![40-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/a0d946e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Santiago, Curio Collection by Hilton

Villa Olga

9.6/10

Exceptional

(273)

"I enjoyed my stay at Hotel Santiago"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy

CA $168

CA $215 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Santiago-De-Los-Caballeros-Hotels-Hotel-Santiago.h109847255.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/17000000/16880000/16875000/16874964/9c9bc3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 restaurants, breakfast, lunch, dinner served; Spanish cuisine](https://images.trvl-media.com/lodging/17000000/16880000/16875000/16874964/b610e9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16880000/16875000/16874964/a8bd5482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16880000/16875000/16874964/40c96745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Casa Hemingway

Villas Del Mar

9.6/10

Exceptional

(317)

"Beautiful place ...amazing security and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

CA $345

CA $442 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Guayacanes-Hotels-Hotel-Casa-Hemingway.h16874964.Hotel-Information)

![2 outdoor pools](https://images.trvl-media.com/lodging/120000000/119570000/119561200/119561199/f4949836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/120000000/119570000/119561200/119561199/9fac8298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/120000000/119570000/119561200/119561199/420d6857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/120000000/119570000/119561200/119561199/f6b70274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Vista Bahia & Marina

Salinas

9.0/10

Wonderful

(7)

"We did not have hot water for the first 2 nights of our stay, we were also charged a resort fee of $100 more than what Expedia says. Breakfast was not much, but the restaurant was good! The door to the room was sketchy with the lock not being very secure. The hot water did get fixed for the 3rd day. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Taylor

CA $179

CA $203 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Salinas-Hotels-Hotel-Vista-Verde-And-Marina.h119561199.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/4cbfee1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/abde848a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/cb89eb09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/f0e8ecca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PUNTA CANA Paradise Studios BEACH POOL

Bávaro

10/10

Exceptional

(32)

"It was a great spot for our group getaway!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katrina

CA $194

CA $254 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Punta-Cana-Hotels-PUNTA-CANA-Paradise-Studios-BEACH-POOL.h119859494.Hotel-Information)

![Beach nearby, white sand, 4 beach bars](https://images.trvl-media.com/lodging/42000000/41450000/41449100/41449070/68dcd095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/42000000/41450000/41449100/41449070/d4a2e199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/42000000/41450000/41449100/41449070/ecd014f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 Bedroom | Balcony view](https://images.trvl-media.com/lodging/42000000/41450000/41449100/41449070/e3e9662d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillview Apartments and Vehicle Rental

St. George's

8.0/10

Very good

(99)

"The staff were very friendly and helpful. The room and kitchen was very clean. I did not use the bar as i not a drink alcohol. The pool was clean and not crowded. The view was breathtaking. Overall I really enjoyed my time there "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Barbara

CA $102

CA $112 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/St-Georges-Hotels-HillviewApartments-And-Vehicle-Rentals.h41449070.Hotel-Information)

![Arcade](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348106/a5c16f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348106/bc663ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348106/w3543h2371x0y4-ce089178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Ocean Front | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348106/e2b875ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradisus Palma Real Golf & Spa Resort All Inclusive

Bávaro

8.6/10

Excellent

(1396)

"Rooms and facilities were very clean and spacious. The staff was exceptional and went above to beyond to ensure our group was well taken care of and had what we needed. The kids area and staff was also great, offering daily activities for the kids to participate in. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shanique

CA $427

CA $546 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Punta-Cana-Hotels-Paradisus-Palma-Real-Golf-Spa-Resort-All-Inclusive.h1348106.Hotel-Information)

![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/1000000/180000/173700/173653/09612f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/180000/173700/173653/87238c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/180000/173700/173653/3a16fe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/180000/173700/173653/e3ec4da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezes Resort Bahamas All Inclusive

Nassau

7.6/10

Good

(1970)

"Clean room, great food, lots to choose from."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Athanasios

CA $439

CA $488 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Nassau-Hotels-Breezes-Resort-Bahamas.h173653.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/88000000/87650000/87642900/87642846/w1076h1076x0y4-0a3788f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/88000000/87650000/87642900/87642846/w1076h1075x0y5-e5f4f1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/88000000/87650000/87642900/87642846/380022ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87650000/87642900/87642846/w1076h1075x0y7-b1c35e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dinasty Hotel

Centro Histórico

8.0/10

Very good

(217)

"Staff was nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesus

CA $54

CA $69 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Puerto-Plata-Hotels-Dinasty-Hotel.h87642846.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114550000/114543900/114543876/aff9bc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exercise/lap pool](https://images.trvl-media.com/lodging/115000000/114550000/114543900/114543876/8787aa36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114550000/114543900/114543876/9f7b4ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/115000000/114550000/114543900/114543876/518d3440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### solmirooms

Santo Domingo Este

9.0/10

Wonderful

(17)

"It was very clean vant complain just didnt like the area where the pool is located"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carmen

CA $64

CA $75 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Santo-Domingo-Hotels-Solmirooms.h114543876.Hotel-Information)

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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## Top Caribbean Islands Hotel Reviews