5 days / 4 nights

Lost in Lisbon

Wander the narrow streets of Lisbon, listen to Fado over wine, and watch the city glow from a rooftop terrace.
Five days of slow mornings, pastel de nata breaks, and moments that feel like the city was made just for you.
Eat, explore, and soak up the sunsets in this food-and-culture filled escape.

Price: from $1,250 per person

tour

Aout Tour

General Information

Overview

Lisbon is a city that moves at its own rhythm - a mix of old charm, street art, and golden light bouncing off tiled buildings.
This tour is all about experiencing the city like a local, tasting its flavors, and feeling its heartbeat.
We’ll wander Alfama’s winding alleys, catch views from hidden miradouros, and sip espresso in cozy cafés.
Fado evenings will let you feel the soul of Portugal through music and emotion.
Every day combines cultural discovery with leisure -so there’s plenty of time to explore on your own or just watch the city go by.
Markets, pastelarias, and rooftop bars are included along the way.
By the end of the trip, Lisbon will no longer feel like a tourist spot -it’ll feel like home.

What’s Included

4 nights in boutique or charming central Lisbon hotels
Daily breakfast + select local meals and wine tastings
Guided walking tours of Alfama, Bairro Alto, and historic neighborhoods
Fado night experience with dinner
Transfers from/to Lisbon airport
24/7 support from your Route JD designer

Highlights of This Tour

Rooftop sunset views over Lisbon’s red rooftops
Authentic Fado music performance
Hands-on tasting of Portuguese pastries and local cuisine
Wandering the colorful, graffiti-filled streets of the city
Small group experience (max 10 people) for personalized attention

Detailed Itinerary

Day 1: Arrival & Welcome
Arrive at Lisbon airport and transfer to your boutique hotel
Welcome drink and orientation walk in the neighborhood
Dinner at a traditional Portuguese restaurant
Day 2: Alfama & Fado
Guided walking tour through Alfama, the city’s oldest district
Visit São Jorge Castle and viewpoints (miradouros)
Evening Fado show with dinner
Day 3: Bairro Alto & Food Exploration
Morning market visit (Mercado da Ribeira or local alternative)
Cooking class or tasting tour for pastel de nata, cod dishes, and wine
Afternoon free for exploring shops or lounging in cafés
Day 4: Belém & City Highlights
Tram ride to Belém district
Visit Jerónimos Monastery, Belém Tower, and the Monument of Discoveries
Tasting of famous Pastéis de Belém
Evening rooftop drinks overlooking the city
Day 5: Departure
Breakfast at the hotel
Morning free for last-minute shopping or sightseeing
Transfer to Lisbon airport for departure

Dreamy Routes

1425 Willow Creek Plaza, Suite 210, Portland, OR 97205, USA