Dates: May 10–18, 2026
Destinations: Lisbon, Sintra, Cascais, Óbidos
Trip length: 9 days / 8 nights
Spend 9 unforgettable days exploring Portugal with a small group of like-minded women. Start in Lisbon with an antique car tour, a walking food tour, a sunset cruise on the Tagus, and a tuk tuk adventure through Belém.
Then wander the medieval streets of Óbidos, explore Sintra’s coast with a wine tasting, and enjoy a relaxed beach day. You’ll also visit two of Sintra’s iconic monuments and discover hidden villages with local wine and food.
Expect beautiful stays, meaningful experiences, and the perfect balance of guided activities and free time.
Solo female travelers who want connection, comfort, and culture without the rush. Come as you are. Leave with new friends and incredible photos.
Antique car tour through Lisbon
Walking food tour
Sunset boat tour on Tagus river
Belem Tour via Tuk Tuk
Day trip to Óbidos with castle tour
Costal tour of Sintra + wine tasting
Beach day
Sintra tour + visit 2 monuments
Hidden villages tour + wine & food
8 nights boutique accommodation (single or double occupancy*)
Daily breakfast after Day 1
1 welcome dinner & 2 lunches + Tapas on cruise
All listed tours and tastings
Local expert guides
Ground transportation during the tour
Airport transfers on arrival and departure days
International airfare, travel and medical insurance (required), tips for guides, alcohol unless noted, and meals not listed.
Lisbon – Brown’s Central Hotel* (or similar)
A stylish boutique hotel right in the heart of Lisbon, Brown’s Central puts you within walking distance of the city’s most iconic neighborhoods, cafés, and viewpoints. With sleek design, cozy rooms, and an unbeatable central location, it’s the perfect base for exploring Lisbon at an easy, unhurried pace.
Cascais – Evolution Cascais-Estoril* (or similar)
A modern, design-forward hotel located between Cascais and Estoril, Evolution Cascais-Estoril blends comfort, wellness, and coastal energy. Expect contemporary rooms, a relaxed seaside atmosphere, and easy access to the beach, promenade walks, and charming Cascais town—ideal for slowing down and soaking up Portugal’s coast.
Group size and pace
Small group for connection and flexibility. Expect about 10,000 steps per day with breaks, an easygoing pace, and free time most afternoons.
Start: Lisbon, Portugal (LIS).
Finish: Lisbon, Portugal (LIS).
Arrive a day early if you can. We can help with extra nights.
A €500 non-refundable deposit secures your spot. Payment plans are available. The trip balance is due 45 days before departure. Comprehensive travel insurance is required.
Slow travel with room to breathe
Thoughtfully planned days plus time to do your own thing
Hosted by an experienced solo female traveler who knows the region
Ready to join us? Reserve your spot and get the packing list, hotel details, and our private group chat after booking.
Welcome to Portugal! We’ll kick off the trip in style with a private antique car tour of Lisbon—think open-air views, winding cobblestone streets, and plenty of photo ops. That evening, we’ll toast to new adventures with a welcome drink and some delicious local tapas.
Today we’ll dive into Lisbon’s foodie scene with a walking tour through a lesser-known neighborhood packed with flavor. After some downtime, we’ll head out on a sunset boat cruise along the Tagus River—wine in hand, snack plate nearby, and golden hour in full effect.
Today we’ll spend a half day on a guided walking tour in Belém, including a visit to the Jerónimos Monastery, time to take in the neighborhood’s most iconic sights, and (yes) a stop to sample the famous pastéis de nata.
We’ll also view the exterior of the Monument of Discoveries before ending the tour at the Belém Tower. After that, you’ll have the rest of the day free to keep exploring Belém, or head back to Lisbon early to visit anywhere you’ve been wanting to see.
We’re off on a day trip to the postcard-perfect town of Óbidos. Walk the castle walls, wander through narrow streets lined with flowers and bookshops, enjoy a cherry liquor tasting and feel like you’ve stepped into a fairytale.
Say goodbye to Lisbon and hello to coastal charm! We’ll head to Cascais with a private transfer, then spend the day exploring dramatic ocean views on a coastal tour, complete with a wine tasting to finish it off.
Today’s your day to soak up Cascais however you like. Hit the beach, explore the town’s cute boutiques and cafes, or try your luck at the casino. It’s your vacation—enjoy it your way.
We’ll make our way to Sintra for the next leg of the adventure. Explore two of the area’s most iconic monuments with a private guide and get lost (in the best way) in Sintra’s dreamy, fairytale landscape.
After a leisurely morning, we’ll take one last journey—this time to the hidden villages of Sintra. You’ll taste local wine, enjoy authentic bites, and soak up the charm of places most travelers never see. It’s the perfect way to end the trip.
It’s time to say “até logo” (see you later) to Portugal. Hugs, goodbyes, and maybe a few tears—but we’ll part ways with incredible memories and new travel besties.
