Tropical Island Coffee & Cafe

Winchester, VA · Jamaican restaurant

Rating
4.6/5
★★★★★ 4.6
Reviews
20
Rank in Winchester
#46
of 323 restaurants
City Percentile
76%
rating percentile
Address
Tropical Island Coffee & Cafe, 39 W Piccadilly St, Winchester, VA 22601
Phone
(540) 905-8022
Website
tropicalislandcoffeeandcafe.net
Status
Closed · Opens 9 AM Sat

Tropical Island Coffee & Cafe is a restaurant located in Winchester, VA. It is one of 323 restaurants listed in Winchester. Its 4.6-star rating is above the Winchester city average of 4.3 stars. There are 10 photos associated with this location.

Hours

Friday9 AM–9 PM

Customer Reviews

★★★★★ 5.0 Courtney Tasker · Feb 2026

My girl Barbara took the best care of us (and made the best smoothie I’ve had in a while), and the food was beyond my expectations. I recommend the oxtails, they melt in your mouth and are perfectly seasoned. 10/10 experience. We will definitely be back!!

★★★★★ 5.0 althea · Aug 2025

Very great food! Got myself a pickup order of jerk chicken w/ rice & veggies. Spicy, fresh, and fell off the bone. Saw some beef patties and decided to add that too. Talked to Barbara and she was sweet as candy! The owner I believe was outside and he greeted me as I left and said thank you. Soo good

★★★★★ 5.0 Faran Ahmed · Feb 2026

⭐⭐⭐⭐⭐ Hands down the best Jamaican food I’ve had — and I’ve tried spots everywhere from Northern Virginia all the way down to Richmond. The flavors are authentic, rich, and perfectly seasoned every single time. You can tell everything is made with care. The jerk chicken is on point, the rice and peas are flavorful, and the portions are generous. On top of that, the service is always welcoming and friendly. If you’re craving real Jamaican food, this is the spot. Highly recommend!

★★★★★ 5.0 Morgan Lombardo · Jan 2026

This restaurant has a neighborhood vibe that is addictive. Books line a bar that overlooks a TV and intimate seating makes dining in and visiting effortless. I spent two hours eating delicious food and listening to fun stories with wonderful people who meandered in for takeout, a drink, or who were just hanging out to visit. Loude's personality draws you in and Dennis serves up authentic dishes from the kitchen. I had the goat curry, vegetable hand pies, and roti bread. All were amazing! This is my favorite place in downtown Winchester.

★★★★★ 5.0 Samantha Slater · Oct 2025

My husband and I stopped in late to get something sweet. I got a banana smoothie and it was wonderful! Our favorite part was the kindness and warm family feel of this place. With all the photos on the walls and the owner serving us it felt like we were welcome into someone's home. 10/10 will return for other food!

Accessibility & Amenities

✓ Wheelchair Accessible Entrance ✓ Wheelchair Accessible Parking Lot ✓ Wheelchair Accessible Restroom ✓ Wheelchair Accessible Seating

Services

Jamaican restaurant

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This listing is informational. Contact the business directly to verify credentials, services, and availability.