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

  

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![Anguilla featuring rocky coastline, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.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 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next 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)

In two weeks

[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)

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

![Courtyard](https://images.trvl-media.com/lodging/14000000/13570000/13562100/13562088/f48067d6.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)

### The Lodgings Hotel SureStay Collection by Best Western

Providenciales

7.6/10

Good

(576)

"Cnnvenient and business friendly"

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

Lynrod

CA $227

CA $288 total

includes taxes & fees

Nov 29 - Nov 30

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109850000/109847300/109847255/23d2b62b.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)

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

### Hotel Santiago, Curio Collection by Hilton

Villa Olga

9.6/10

Exceptional

(266)

"I enjoyed my stay at Hotel Santiago"

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

Kathy

CA $171

CA $219 total

includes taxes & fees

Nov 3 - Nov 4

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

![Deluxe Studio, Pool View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119860000/119859500/119859494/09c306a1.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)

### 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 $178

CA $211 total

includes taxes & fees

Nov 3 - Nov 4

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

9.6/10

Exceptional

(4)

"Its very clean"

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

Alexie

CA $182

CA $205 total

includes taxes & fees

Nov 2 - Nov 3

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

![Exterior](https://images.trvl-media.com/lodging/1000000/180000/173700/173653/e3ec4da1.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)

![Restaurant](https://images.trvl-media.com/lodging/1000000/180000/173700/173653/a487eb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezes Resort Bahamas All Inclusive

Nassau

7.6/10

Good

(1968)

"Decent food. Great staff but the property should be updated."

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

Sheena

CA $435

CA $484 total

includes taxes & fees

Nov 17 - Nov 18

[](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)

![Rooftop terrace](https://images.trvl-media.com/lodging/88000000/87650000/87642900/87642846/2f9c3576.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)

![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)

### Dinasty Hotel

Centro Histórico

8.0/10

Very good

(214)

"Staff was nice"

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

Jesus

CA $53

CA $68 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Puerto-Plata-Hotels-Dinasty-Hotel.h87642846.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 $370

CA $474 total

includes taxes & fees

Dec 2 - Dec 3

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

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114550000/114543900/114543876/9f7b4ee7.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)

![Comfort Room](https://images.trvl-media.com/lodging/115000000/114550000/114543900/114543876/859eb00d.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 $70

CA $83 total

includes taxes & fees

Nov 3 - Nov 4

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

![Front of property](https://images.trvl-media.com/lodging/42000000/41450000/41449100/41449070/b5338c6f.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)

![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)

### Hillview Apartments and Vehicle Rental

St. George's

8.0/10

Very good

(98)

"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 $101

CA $111 total

includes taxes & fees

Nov 3 - Nov 4

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

![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108360000/108356600/108356545/d39d7d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/109000000/108360000/108356600/108356545/w1429h960x0y2-c8e03af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/109000000/108360000/108356600/108356545/w1388h942x0y0-fd5b8148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/109000000/108360000/108356600/108356545/w1236h960x0y0-44afb844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Alkquimia

Bayahibe

8.8/10

Excellent

(20)

"Excelente todo "

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

Adrian

CA $129

CA $165 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/San-Rafael-Del-Yuma-Hotels-Hotel-Alkquimia.h108356545.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