Santo Domingo

Day Trips

Make the most of your day with our curated plans, packed with Santo Domingo's hidden gems and unique experiences!

day 1
Arrival & Orientation
morning
:

Touch down in Santo Domingo and settle into your charming guesthouse. Savor a steaming cup of Cuban coffee while meeting your local host. Take a leisurely stroll to absorb the colorful colonial architecture.

afternoon
:

Join a guided walking tour through the town’s plaza and historic church. Explore a small museum showcasing local art and artifacts. Pause for a refreshing fruit smoothie at a shaded café.

evening
:

Watch the sun dip below the tiled rooftops from a rooftop terrace. Enjoy a hearty dinner of ropa vieja and congrí at a family-run paladar. End the night with live salsa beats drifting through the streets.

day 2
Colonial Heritage
morning
:

Begin at the 18th–century church, admiring its Baroque altar and bell tower. Wander cobblestone lanes lined with pastel facades and wrought-iron balconies. Chat with artisans selling hand-painted ceramics.

afternoon
:

Visit the local archives to learn about Santo Domingo’s founding and colonial past. Sample street-vendor arepas and fresh coconut water by the town square. Explore nearby plazas where time seems to stand still.

evening
:

Dine in a restored colonial mansion turned restaurant, feasting on fresh seafood ceviche. Sip a mojito under a canopy of fairy lights. Join an informal poetry reading in the courtyard.

day 3
Coffee Plantation Immersion
morning
:

Drive into the surrounding hills to tour a family-run coffee finca. Learn about bean cultivation from seedling to roast. Pick ripe cherries alongside local workers.

afternoon
:

Enjoy a picnic lunch beneath shade trees, sampling freshly brewed plantation coffee. Hike through terraced fields and tropical undergrowth. Photograph hummingbirds flitting among coffee blossoms.

evening
:

Return to town for a home-cooked dinner featuring seasonal vegetables. Taste a glass of rum aged in oak barrels at a nearby distillery. Swap stories with your hosts over guitar tunes.

day 4
Waterfall Trek
morning
:

Set off early for a guided trek to a hidden waterfall deep in the mountains. Wade through verdant jungle trails alive with birdcalls. Reach the cascade in time to watch morning light sparkle on the falls.

afternoon
:

Cool off with a swim in the natural pool beneath the waterfall. Enjoy a riverside lunch of fresh fish and plantains. Relax on smooth rocks as the water gushes around you.

evening
:

Return to Santo Domingo and freshen up at your accommodation. Indulge in a light dinner of yuca frita and mojo garlic sauce. Unwind with a traditional Cuban trova guitar performance.

day 5
Mountain Trekking
morning
:

Board a 4x4 for a scenic drive up the Sierra terrain. Trek along narrow ridgelines offering panoramic valley views. Spot wild orchids and endemic bird species.

afternoon
:

Break for a rustic lunch at a mountain hamlet, sampling local goat cheese. Explore nearby tobacco fields where farmers still roll leaves by hand. Chat with villagers about daily life in the highlands.

evening
:

Descend to town and rest sore muscles with a restorative herbal tea. Dine at a garden café serving slow-cooked beans and fresh yucca. End the night with stargazing on a rooftop lounge.

day 6
Artistic Roots
morning
:

Visit a local artist’s workshop to watch painters create vibrant murals. Try your hand at mixing pigments from natural minerals. Sketch scenes of everyday Cuban life.

afternoon
:

Tour a gallery featuring contemporary Santo Domingo painters and sculptors. Discuss Afro-Cuban symbolism with a knowledgeable guide. Grab a light lunch at a bohemian café known for its home-baked empanadas.

evening
:

Attend a pottery-making demonstration in a colonial courtyard. Sample artisanal rum cocktails infused with citrus zest. Soak in the mellow rhythms of a live jazz trio.

day 7
Culinary Delights
morning
:

Head to the bustling market to shop for fresh produce, spices, and seafood. Learn local bargaining etiquette as you select ingredients. Enjoy freshly baked pan cubano and guava jam.

afternoon
:

Join a hands-on cooking class in a private kitchen. Prepare signature dishes like ropa vieja and arroz con pollo under a chef’s guidance. Taste your creations paired with locally grown herbs.

evening
:

Feast on a family-style dinner with new friends at the cooking school. Sample a flight of premium Cuban rums. Dance off your meal to lively son Cubano music.

day 8
Music & Community
morning
:

Visit a community music school where children learn percussion and guitar. Participate in a drumming workshop led by a master timbalero. Learn basic rhythms of rumba and salsa.

afternoon
:

Share lunch with students and teachers, enjoying fresh tropical fruit desserts. Observe a choir rehearsal performing traditional Cuban spirituals. Contribute to a community art project on a mural wall.

evening
:

Attend a neighborhood fiesta with live conga lines and folkloric dancers. Indulge in street-food treats like grilled corn and churros. Join locals in dancing until the stars fill the sky.

day 9
Beach Day Excursion
morning
:

Travel to a secluded Caribbean beach about an hour away. Sink toes into powdery white sand and swim in aquamarine waters. Observe shorebirds and shells along the tideline.

afternoon
:

Sprawl under a palapa and enjoy a seaside lunch of grilled lobster and tropical salad. Snorkel among coral outcrops teeming with colorful fish. Take a siesta to the sound of gentle waves.

evening
:

Return to Santo Domingo for a casual dinner of fresh ceviche. Toast to the day with chilled piña coladas at a beachfront bar. End the night with a moonlit beach walk.

day 10
Farewell Fiesta
morning
:

Enjoy a leisurely breakfast of sweet plantains and fluffy tortillas. Reflect on the week’s adventures while packing souvenirs. Wander the plaza for last-minute memento shopping.

afternoon
:

Host a farewell lunch at your favorite paladar, revisiting your favorite dishes. Exchange contact information with new friends and guides. Relax in a hammock, sipping your final Cuban coffee.

evening
:

Gather for a festive farewell party with live band and traditional dancers. Feast on a multi-course banquet highlighting local flavors. Dance and toast under lantern-lit trees as the trip concludes.

Discover Santo Domingo

Read more in our Santo Domingo 2025 Travel Guide.

Santo Domingo Travel Guide