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Trade Winds Restaurant & Guesthouse

3.0 star property

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Dinner and brunch served
Deluxe Triple Room | Individually decorated, individually furnished, free WiFi, bed sheets
Exterior detail
Dinner and brunch served
Dinner and brunch served

Reviews

8.2 out of 10
Very good

Popular amenities

  • Parking included
  • Free WiFi
  • Restaurant
  • Bar

Explore the area

View in a map
107 Calle Flamboyan Esperanza, Vieques, Puerto Rico, 00765
  • Place, Esperanza Malecon
    ‪1 min walk‬
  • Place, Museo de Esperanza
    ‪9 min walk‬
  • Place, Sun Bay
    ‪5 min drive‬
  • Airport, Vieques (VQS-Antonio Rivera Rodriguez)
    ‪31 min drive‬

Room options

View all photos for Classic Quadruple Room, Multiple Beds, Non Smoking

Classic Quadruple Room, Multiple Beds, Non Smoking | Individually decorated, individually furnished, free WiFi, bed sheets

Classic Quadruple Room, Multiple Beds, Non Smoking

10.0 out of 10
Exceptional
(1 review)
  • Sea view
  • 258 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 2 Twin Beds
  • Free WiFi

View all photos for Basic Quadruple Room, Patio

Basic Quadruple Room, Patio | Individually decorated, individually furnished, free WiFi, bed sheets

Basic Quadruple Room, Patio

  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Deluxe Double Room

Deluxe Double Room | Individually decorated, individually furnished, free WiFi, bed sheets

Deluxe Double Room

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Double Room

Deluxe Double Room | Individually decorated, individually furnished, free WiFi, bed sheets

Deluxe Double Room

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Triple Room

Deluxe Triple Room | Individually decorated, individually furnished, free WiFi, bed sheets

Deluxe Triple Room

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed
  • Free WiFi

View all photos for Deluxe Triple Room

Deluxe Triple Room | Individually decorated, individually furnished, free WiFi, bed sheets

Deluxe Triple Room

  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed
  • Free WiFi

View all photos for Classic Triple Room, Multiple Beds

Classic Triple Room, Multiple Beds | Individually decorated, individually furnished, free WiFi, bed sheets

Classic Triple Room, Multiple Beds

  • 237 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed
  • Free WiFi

View all photos for Classic Double Room

Individually decorated, individually furnished, free WiFi, bed sheets

Classic Double Room

9.0 out of 10
Wonderful
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Classic Double Room

Classic Double Room | Individually decorated, individually furnished, free WiFi, bed sheets

Classic Double Room

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Economy Double Room

Economy Double Room | Individually decorated, individually furnished, free WiFi, bed sheets

Economy Double Room

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

About the neighborhood

Vieques

Located in Esperanza, Trade Winds Restaurant & Guesthouse is adjacent to Esperanza Malecon and within a 5-minute walk of Museo de Esperanza. This 10-room, 3-star guesthouse welcomes guests with a restaurant, free in-room WiFi, and free self parking.
View more Guest Houses in ViequesOpens in a new window

What's nearby

  • Esperanza Malecon - 1 min walk - 0.1 miles
  • Museo de Esperanza - 9 min walk - 0.5 miles
  • Sun Bay - 5 min drive - 1.3 miles
  • Bioluminescent Bay - 16 min drive - 3.2 miles
  • Caracas Beach - 40 min drive - 10.8 miles

Getting around

  • Vieques (VQS-Antonio Rivera Rodriguez) - 16 min drive

Restaurants

  • ‪Bananas Guesthouse, Beach Bar & Grill - ‬3 min walk
  • ‪Lazy Jacks Pub - ‬1 min walk
  • ‪Mama Mía - ‬9 min drive
  • ‪Vieques Food Park - ‬9 min drive
  • ‪Rancho Choli - ‬3 min walk

About this property

Trade Winds Restaurant & Guesthouse

Trade Winds Restaurant & Guesthouse features free WiFi in public areas and a gift shop. Free parking is included with your stay. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.
Guests can stay connected with free WiFi. Ceiling fans are also included.

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 50+ Mbps
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free uncovered self parking on site
  • Limited onsite self parking
  • Onsite parking includes off-street options

Food and drink

  • A bar/lounge
  • A restaurant

Restaurants on site

  • Trade Winds Restaurant

Conveniences

  • Gift shop/newsstand
  • Guidebooks
  • Limited-hour front desk
  • Luggage storage

Outdoors

  • Beach towels
  • In a nature reserve

Accessibility

  • Area rugs in public areas
  • Area rugs in room
  • No elevator
  • Tile flooring in public areas
  • Tile flooring in room

More

  • 1 building
  • 2 floors
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Outdoor shower
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Food and drink

  • Restaurant dining guides

More

  • Ceiling fan
  • Individual decor
  • Individual furnishings

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: midnight
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

The front desk is open daily from 10:00 AM - 3:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 3:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Access code, front desk (limited hours)

Pets

  • Service animals exempt from fees

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards, and cash
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
The front desk is available during limited hours. Driving? This property offers free parking.
Property Registration Number 06-76-20-4839

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a fire extinguisher.

Additional information about polices, regulations, and more:

  • There are no elevators.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

Frequently asked questions

What's there to see within easy reach of Trade Winds Restaurant & Guesthouse?

This guesthouse is situated in Esperanza, just steps from Esperanza Malecon and Museo de Esperanza, and within a short walk of Playa Esperanza. You'll also find Bioluminescent Bay and Black Sand Beach within a short drive.

How much does it cost to stay at Trade Winds Restaurant & Guesthouse?

As of Jun 17, 2026, prices found for a 1-night stay for 2 adults at Trade Winds Restaurant & Guesthouse on Jun 26, 2026 start from $84, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is there parking available at Trade Winds Restaurant & Guesthouse?

Yes, uncovered self parking is offered for free at the guesthouse.

Does Trade Winds Restaurant & Guesthouse feature a casino at the property?

No, Trade Winds Restaurant & Guesthouse doesn't have a casino.

Will I find an indoor pool at Trade Winds Restaurant & Guesthouse?

No, there is no indoor pool at this guesthouse.

What amenities will couples enjoy at Trade Winds Restaurant & Guesthouse?

Couples staying at this guesthouse will appreciate amenities like an ocean-view restaurant and a bar/lounge plus some accommodations include a sea view.

Does Trade Winds Restaurant & Guesthouse have a hot tub?

No, this guesthouse doesn't have a spa tub.

Does Trade Winds Restaurant & Guesthouse have a restaurant that serves breakfast?

Yes, Trade Winds Restaurant & Guesthouse serves brunch for a surcharge at Trade Winds Restaurant.

Will Trade Winds Restaurant & Guesthouse allow pets to stay free of charge?

No, pets aren't allowed at Trade Winds Restaurant & Guesthouse though service animals are welcome.

Does Trade Winds Restaurant & Guesthouse have connecting rooms available?

No, this guesthouse doesn't feature connecting guestrooms.

How close is the airport from Trade Winds Restaurant & Guesthouse?

The closest major airport to Trade Winds Restaurant & Guesthouse is Vieques (VQS-Antonio Rivera Rodriguez), which is 6.5 mi away (16 minutes by car). Another top airport is Culebra (CPX-Benjamin Rivera Noriega), which is around 18.7 mi away.

Are there rooms with balconies at Trade Winds Restaurant & Guesthouse?

Yes, some accommodations at Trade Winds Restaurant & Guesthouse offer a balcony and may feature sea views.

Trade Winds Restaurant & Guesthouse Reviews

Reviews

8.2

Very Good

Rating 10 - Excellent. 45 out of 90 reviews
Rating 8 - Good. 20 out of 90 reviews
Rating 6 - Okay. 13 out of 90 reviews
Rating 4 - Poor. 10 out of 90 reviews
Rating 2 - Terrible. 2 out of 90 reviews

8.0/10

Cleanliness

8.2/10

Staff & service

7.4/10

Amenities

7.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Taner

Liked: Cleanliness, amenities, property conditions & facilities
Lovely place to stay
Stayed 1 night in Jan 2026
Verified

8/10 Good

Patty

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We have stayed at the Tradewinds in the past because of its convenient location. The room was comfortable and we enjoyed our dinner at the restaurant.
Stayed 1 night in Mar 2026
Verified

8/10 Good

Shawna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Right on the ocean in Esperanza, you can’t go wrong. The staff was amazing and friendly. Thank you Boise!
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

David

Liked: Cleanliness, amenities, property conditions & facilities
Staff and rooms were great. Fabulous location.
Stayed 1 night in Feb 2026
Verified

8/10 Good

Nicole

Liked: Cleanliness, property conditions & facilities
The room was clean the staff was courteous . The location was fantastic
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

James

Liked: Cleanliness, amenities, property conditions & facilities
Great location and was nice having French press coffee in my room to enjoy on the balcony.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Pedro

Liked: Cleanliness, staff & service, amenities
Wonderful location. The staff was courteous and the room clean and comfortable. It is a great value!
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Fernando

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really close to the places we wanted to go.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Michael

We stayed in Vieques for one night in order to experience the bioluminescent bay, and Trade Winds was the perfect place to stay. We are already thinking of other reasons to come back and bring friends.
Stayed 1 night in Jan 2026
Verified

6/10 Okay

Sara

Liked: Staff & service, amenities
The location and views are fantastic. However, we experienced issues with the floor needing vacuuming, the sink faucet water pressure being extremely low, and the shower water temperature fluctuating between scalding hot to very cool.
Stayed 1 night in Feb 2026
Verified

8/10 Good

Erin

Liked: Cleanliness, staff & service
Room was clean and ready early for check in with a code provided by email. The room was nothing fancy, but adequate and maintained well. Staff were around even though the restaurant was closed Friday and Saturday. Very convenient location for bio bay.
Stayed 1 night in Feb 2026
Verified

4/10 Poor

Brett

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
When we arrived around 5pm noone was there to check us in. We then booked another property as we had no other choice. About and hour or so later, got email through expedia with self check in options. Now we ended up paying for 2 rooms.
Stayed 1 night in Mar 2026
Verified

4/10 Poor

Lawrence

Disliked: Staff & service, property conditions & facilities
Not good, avoid
Stayed 1 night in Mar 2026
Verified

2/10 Terrible

Vaibhav

The room was smelly, there was no one to assist or any sign where the guest house was. The restaurant was closed most of the times. The towels were dirty
Stayed 1 night in Feb 2026
Verified

6/10 Okay

MELISSA PAGE

Liked: Property conditions & facilities
Disliked: Amenities
Staff we met on the first day were restaurant people and they were great. Room had no windows and we only found out when we were leaving that the back door did open to a porch but there were no instructions that that was possible. Bathroom stank of sewage and bathmat was wet on our arrival. Great location.
Stayed 1 night in Feb 2026
Verified

4/10 Poor

Christine

Liked: Staff & service
Disliked: Cleanliness
Great location, comfortable bed, good restaurant (though a little pricey), friendly staff, nice shared patio/deck to lounge in that is separate from the restaurant. Shower was bad - we booked room 1 and 2. One shower was cold water only and the other had no water pressure and was either scalding hot or cold. Rooms are located NEXT to kitchen so it’s very noisy when the restaurant is open or closing. Pots and pans banging and workers working/talking. Can’t blame them for doing their job, but just be aware that there will be noise up to at least midnight.
Stayed 4 nights in Mar 2026
Verified

6/10 Okay

Dinesh Babu

Liked: Staff & service
Disliked: Cleanliness, amenities
Lot of mosquitoes in the room. Bathroom drain was not cleaned, previous soap pieces were still present.
Stayed 1 night in Feb 2026
Verified

6/10 Okay

Jose

Disliked: Amenities
The room is in need of a renovation, the ceiling paint was falling off and the room was full of mosquitoes. Also, parking space is fairly limited, no more than six cars can fit in that parking spot.
Stayed 1 night in Jan 2026
Verified

4/10 Poor

Hector

Disliked: Cleanliness, amenities, property conditions & facilities
The only good things to say about the place are the location, air conditioning, and mini-fridge (no microwave). However, the bathroom is just awful. The door provides no privacy whatsoever. The shower temp controls are broken, and getting the right temperature in the shower is almost impossible. The bathroom's shower needs to be redone since it seems very dirty and has multiple types of tiles (like patches). The bathrooms and especially the shower, need to be redone to make this a good place to stay. The closet is useless with doors that do not open correctly. This is caused by trying to create a tropical look, but with bad carpentry and materials. I recommend to just removing those latched doors (with incorrect latches and doors too long for the space and placing simple running curtains wth a tropical design. The check-in and check-out process was simple and effective. The doors with number codes is a very good process to avoid carrying keys around. The price for the place is very good until you see the bathroom that needs rework. And please add a microwave.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Ana

Liked: Cleanliness, amenities, property conditions & facilities
TLDR: Modest but solid choice for an overnight stay for biobay. The restaurant has the best food and drinks in Esperanza, hands down (I went to all of the restaurants). Get the burger. The staff was phenomenal. I learned after I booked my stay here that the biobay tours do not happen during full moons. I reached out to trade winds and they were beyond accommodating. They changed my reservation days, and even offered an upgrade! Check in is contactless. The rooms are modest, but clean and comfortable and have a roomba to get rid of sand (so cute!). Right across from an entrance to the beach. I would stay here again just for the staff and the food. The food here was the highlight of my stay in Vieques, no joke. Thank you!
Stayed 1 night in Jan 2026
Verified

4/10 Poor

jackie

Liked: Cleanliness
Disliked: Staff & service, amenities, property conditions & facilities
The ocean was not visible from room. No hot water. Bathroom door has to be fully shut for access to light switch (which was outside the bathroom) No tv. No microwave. No staff around (self check-in). Restaurant food was excellent but only available after 4pm. We got lucky snagging a parking spot. Bed mattress and pillows were very comfortable. Bathroom tile was painted over with many areas peeling off.
Stayed 1 night in Jan 2026
Verified

2/10 Terrible

William

Disliked: Staff & service
Apparently “check in time is 3pm” for tradewinds means “UNTIL 3 pm”. We and another family arrived around 5:30 and were shocked to find out that, at this one hotel in all the world, the listed check in time is the last time you can check in. And there is no late check in and nothing to do about it. We lost our money and had to scramble for another place at 5:40 pm in little Esperanza. Yes, when we made the reservation we signed a thing saying no late check in allowed. But the listing in the app clearly says 3pm check in. Sending a passive message is simply not enough. This policy is so outrageously unique that it needs to be treated as such. This is especially true on Vieques, where travelers very easily might not make it by 3pm due to ferries and taxis. The real kicker is that this policy is completely unnecessary. The property has keypads on the doors! We didn’t need a physical check in at all! The other property I booked at the last minute simply texted me the code. Would have been simple to do the same. Overall I expect this happens many times. It happened twice on our day.
Stayed 1 night in Mar 2026
Verified

4/10 Poor

Alexandre

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Chambre très vétuste, accueil médiocre, limite propre .
Stayed 1 night in Mar 2026
Verified

6/10 Okay

juan

Liked: Staff & service
Disliked: Amenities, property conditions & facilities
Las Alfombras del cuarto estaban sucias y cortina del baño con hongo. Las sábanas y toallas súper desgastadas deberían cambiarlas. El restaurante estaba bueno. Los precios un poco caro, pero todos los restaurantes del área tenían precios parecidos.
Stayed 1 night in Feb 2026
Verified

6/10 Okay

VIVIANA

Liked: Amenities
Disliked: Cleanliness
Recomiendo mejor limpieza, mas comunicacion entre host, tuvimos problemas con el parking. Ubicacion es buena. Restaurante nunca pudimos usarlo, estuvo cerrado excepto sabado en la noche.
Stayed 2 nights in Feb 2026