Book the Best Hotels with BARS in Lesser Antilles in 2026

Yellow beach chairs and umbrellas on sand

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Our top choices for Lesser Antilles hotels with a bar

Trade Winds Restaurant & Guesthouse

Esperanza

Emily

CA $111 total

includes taxes & fees

May 30 - May 31

On the beach, white sand, sun loungers, beach umbrellas

Nanny Cay Resort and Marina

Road Town

Christiaan

CA $368 total

includes taxes & fees

Jun 18 - Jun 19

Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | View from room

Cane Garden Bay Beach Hotel

Cane Garden Bay

Elizabeth

CA $471 total

includes taxes & fees

Jun 22 - Jun 23

The Morgan Resort Spa Village

Simpson Bay

David

CA $500 total

includes taxes & fees

Jun 18 - Jun 19

Club Vieques - Adults Only Resort - LGBT Friendly

Vieques

Stephen

CA $271 total

includes taxes & fees

May 26 - May 27

Village Cay Hotel and Marina

Wickhams Cay 1

Arnold

CA $219 total

includes taxes & fees

May 24 - May 25

The Fred - Adults Only

Downtown Frederiksted

Olie

CA $298 total

includes taxes & fees

Jun 4 - Jun 5

The Buccaneer Beach & Golf Resort

Christiansted

Angelica C

CA $536 total

includes taxes & fees

Jun 18 - Jun 19

View all properties

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

6/10 Okay

"This property is okay if you are not planning to explore the island. Staff is very helpful, especially Sharon. However, the property is over priced for what you get. Every evening it's the same menu. The alcoholic beverages are watered down with limited variety. We stayed for 3 nights this time and our backs are hurting, because of the mattresses. I have stay at this place several times since they opened over the years but I'm very disappointed with the new management. It's just not worth it anymore."

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent

"Absolutely beautiful property with the most beautiful staff! This was my first solo trip and St. Maarten, specifically, Sonesta Ocean Point made me feel so safe. Everyone was so kind from the airport staff to the custodians. I will most definitely be back!"

Simpson Bay Resort, Marina & Spa

10/10 Excellent

"The resort is beautiful and quiet. The beach is very small but it’s clean. The restaurants are good. The rooms could be clean better. Some of the staff makes you feel unwanted mainly the housekeeping staff. If the beach was bigger and some entertainment I would definitely return back to the resort."

Oyster Bay Beach Resort

6/10 Okay

"The welcome party was great. The drinks at the bar was amazing. Rooms are nice. Great that a car rental company is on the compound. Most of the staff was friendly however at times I felt like I was an unwanted guest. As persons coming after me were served before. Also had an incident that the cleaning person trash was left in the room after the cleaned."

Windward Passage Hotel

2/10 Terrible

"I stayed at the Windward Passage Hotel from May 14th through May 17th, and unfortunately my experience was very disappointing. The photos online were very deceiving and did not accurately reflect the condition of the hotel or the room we received. I do want to acknowledge a few staff members who were extremely helpful during my stay. Neisha at the front desk was kind and professional, and Luwen was also very helpful and pointed us in the right direction when we had questions. The security officer was also pleasant and helpful throughout our stay. However, there were several issues that negatively impacted the experience. My room key repeatedly stopped working, and I had to return downstairs three separate times to have it fixed. After a long day of traveling, this became very frustrating. The lighting in the room was also extremely poor — it was difficult to even see properly, and only one additional lamp was working. The TV remote was missing the back cover as well, which made the room feel poorly maintained. In addition, one of the front desk employees wore very heavy makeup and came across as rude and unwelcoming whenever we interacted with her. Overall, the level of professionalism and hospitality was inconsistent. I also noticed a difference in how some guests were greeted and treated compared to others, which made the experience even more uncomfortable. Overall, this stay did not meet my expectations, and I believe the hotel could do a much better job with customer"

Carina Bay Boutique All Inclusive Resort & Casino

8/10 Good

"Carina Bay was lovely. If you’re looking for a place to relax and enjoy, Carina Bay is it. The all inclusive resort served good food. If you don’t eat pork, breakfast will disappoint you. I went during the spring/summer months. The seaweed smelled awful. It almost ruined the entire experience. Winter months are better for staying at the resort because they don’t have winter and there is no seaweed."

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Treat yourself

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Check availability on Lesser Antilles Hotels with Bar

Our top choices for Lesser Antilles hotels with a bar

Trade Winds Restaurant & Guesthouse

Nanny Cay Resort and Marina

Cane Garden Bay Beach Hotel

The Morgan Resort Spa Village

Club Vieques - Adults Only Resort - LGBT Friendly

Village Cay Hotel and Marina

The Fred - Adults Only

The Buccaneer Beach & Golf Resort

Edwards Guesthouse

Seaview Garden Hotel & Residences

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

The Villas at Simpson Bay Resort

Divi Little Bay Beach Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Simpson Bay Resort, Marina & Spa

Emerald Beach Resort

Oyster Bay Beach Resort

Windward Passage Hotel

Carina Bay Boutique All Inclusive Resort & Casino

Find Hotels with Bar in Lesser Antilles from CA $111

Change your mind

Treat yourself

Be picky

Check availability on Lesser Antilles Hotels with Bar

Our top choices for Lesser Antilles hotels with a bar

Trade Winds Restaurant & Guesthouse

Nanny Cay Resort and Marina

Cane Garden Bay Beach Hotel

The Morgan Resort Spa Village

Club Vieques - Adults Only Resort - LGBT Friendly

Village Cay Hotel and Marina

The Fred - Adults Only

The Buccaneer Beach & Golf Resort

Edwards Guesthouse

Seaview Garden Hotel & Residences

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa