Colorful rooftops and tiled facades of Lisbon's Alfama neighborhood

Destination Guide

Portugal

Seven days in Lisbon and along the Sesimbra coast — rooftop energy, a sunset sail on the Tagus, a fairytale day trip to Sintra, and a group of people who are just as excited to be there as you are.

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7days of rooftop energy, coastal mornings, and shared discovery· may 16–22, 2027

5signature group experiences — food walk, day trip, sunset sail, tile workshop, farewell dinner· social butterfly vibe

$500deposit to reserve your spot — flexible payment plan from there· from $2,495 early bird

🦋 Social Butterfly

Rooftops, Coastlines & Connections

One trip. One vibe. Lisbon and the Sesimbra coast, designed for the traveler who wants connection, beautiful views, and a group that makes the whole thing better.

🦋 Social Butterfly

Rooftops, Coastlines & Connections

Portugal is made for the traveler who wants to feel something — rooftop energy, ocean views, colorful streets, and a group of people who are just as excited to be there as you are. Rooftops, Coastlines & Connections is a 7-day hosted group trip through Lisbon and the Sesimbra coast, designed for travelers who want depth and social richness in equal measure. Expect a food-and-wine walking tour, a fairytale day trip to Sintra and Cascais, a sunset sail on the Tagus River, a hands-on tile workshop, and two group dinners that bookend the week.

LocationLisbon + Sesimbra Coast, Portugal

Duration7 days / 6 nights

Group SizeUp to 8 travelers

Perfect forSolo travelers, friend groups, and anyone who wants to explore Portugal with a built-in community. You love connection, shared experiences, good food, beautiful views, and a lively but not overwhelming itinerary.

Not ready to book yet?

Lisbon's colorful Alfama neighborhood with tiled rooftops and the Tagus River in the distance

After you reserve

What happens after you book?

Your spot is secured

Your deposit is processed and you receive your trip confirmation by email.

Complete your traveler profile

Share your travel preferences, rooming needs, and compatibility information so we can build the right group.

Get ready together

Receive payment reminders, travel preparation details, and pre-trip communication from your trip advisor.

Meet your travel group

Connect with the travelers joining your experience before departure — you know who you're traveling with before you board.

Pack and go

Arrive knowing the itinerary, expectations, and people you will experience it with.

Before booking your flight

Please wait for your official trip confirmation before purchasing non-refundable airfare. You will receive flight guidance and confirmed group transfer information before departure.

Common Questions

Before you book

"You don't need to know anyone. That's the whole point."
· the most common question we get

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Do I need to know anyone in the group before I join?

Not at all — that's the whole point. Every trip is designed for solo travelers who want to meet people. The Social Butterfly itinerary builds in natural connection moments from day one: a food-and-wine walking tour, a sunset sail, a tile workshop, and two group dinners. You'll have plenty of shared experiences to bond over.

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Ready when you are

Portugal is calling

Seven days in Lisbon and along the Sesimbra coast. Rooftop views, a sunset sail, a fairytale day trip, and a group of people who travel the same way you do. May 2027.

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