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South Shore

22 listings

Arenamar SunBay’s Café

Places to eat

Fresh-caught seafood, fresh coconuts, and the beach at your feet. Arenamar on Sun Bay is Vieques’ only truly beachfront restaurant—and a delicious reason to lin

Closed for the season

$$

Bananas Guesthouse

Places to stay

Stay above the action on the Esperanza Malecón, with waterfront dining and village life right outside at Bananas Guesthouse.

Blue Horizon Boutique Resort

Places to stay

A small oceanfront resort near Esperanza, where Caribbean views and poolside pauses make slowing down part of the plan.

Carambola at the Blue

Places to eat

Breakfast, lunch, and dinner with a breathtaking backdrop. Carambola at the Blue Horizon pairs a boutique-hotel setting with beautiful grounds and sweeping Cari

Breakfast, Caribbean, Seafood, Steakhouse

Casa de Tortuga

Places to stay

A family-owned Esperanza guesthouse with a pool and an easy island pace. Spend your days between beach exploring and village wandering.

Casa NoSe’

Places to stay

A two-bedroom container home in La Hueca near Playa Negra.

Sleeps 3

$$

Esperanza Beach

Beaches

A lively village beach beside Esperanza’s Malecón, with offshore cay views, swimming on calm days, and restaurants just steps away.

Hacienda Tamarindo

Places to stay

Hilltop Caribbean views, a pool, and breakfast worth slowing down for. Hacienda Tamarindo brings small-hotel charm to the south coast.

Media Luna Beach

Beaches

A small crescent of sand surrounds Media Luna’s protected water, creating a lovely place for children to splash while adults settle into an unhurried beach day.

Playa Grande

Beaches

A long, undeveloped beach on Vieques’ southwest coast, with golden sand, open-ocean views, and plenty of shoreline for walking.

High Clearance

Playa Grande Sugar Plantation Ruins

Attractions

Historic sugar plantation ruins at Playa Grande, overgrown with tropical vegetation. Walk the trail yourself or book a guided tour.

Free & Open

Puertas at El Quenepo

Places to stay

An intimate guesthouse with individually named rooms on the Esperanza waterfront. Step outside for Malecón strolls and village dining.

Trade Winds Guesthouse

Places to stay

Island-style rooms across from the Esperanza waterfront, with a restaurant and village exploring close at hand. Settle into Trade Winds.

Villa Coral Guesthouse

Places to stay

A neighborhood guesthouse in Esperanza with a rooftop deck, parking, and Wi-Fi. Enjoy a smaller stay away from the immediate waterfront.

Gracias, De Nada

Places to eat

Big burgers, Cuban sandwiches, hand-cut fries, and a friendly welcome make Gracias, De Nada a delicious detour on your beach-day adventures.

Today 11 am to 4 pm

Kalientito Bar & Restaurant

Places to eat

A delicious stop for traditional Puerto Rican lunch and beach-day provisions. Swing by Kalientito for a bag of empanadas to share—if they make it all the way to

Today 10:30 am to 5 pm

Playa Negra Fine Foods

Places to eat

A weekend-only culinary treat near Black Sand Beach, Playa Negra Fine Foods serves creative breakfast and lunch dishes, artisan breads, and pastries.

Today 11 am to 5 pm

Robin’s Mojito Bar & Grill

Places to eat

Mojitos, casual bites and island downtime come together at Robin’s Mojito Bar & Grill in Puerto Real.

Today 3 pm to 10 pm