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Experience Portugal with Madeline – Happiest Sober

Sep 24, 2025 - Oct 1, 2025

Cultural Cultural

$2,995 USD

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$2,995

Experience Portugal with Madeline – Happiest Sober

Sep 24, 2025 - Oct 1, 2025

$2,995  USD

Join Happiest Sober founder Madeline Forrest for an unforgettable alcohol-free journey through Portugal, designed for those who want to explore, connect, and fully immerse themselves in the experience. From the charming streets of Porto to the historic heart of Coimbra, the fairytale village of Piódão, and the vibrant energy of Lisbon, this trip blends cultural discovery with plenty of time to unwind.

Enjoy hands-on experiences like a Portuguese cooking class, a scenic river cruise, and an evening of soulful Fado music, all while traveling with a like-minded community. With a mix of guided activities and free time, you’ll have the space to explore at your own pace, soaking in the beauty of Portugal with clarity and presence. Get ready for an inspiring adventure filled with connection, culture, and incredible moments – completely alcohol-free.

Trip Start: Porto, Portugal - Wednesday September 24th 2025

Trip Finish: Lisbon, Portugal - Tuesday October 1st 2025

Trip Duration: 8 Days / 7 Nights

Accommodation: 4 Star Hotels (Shared & Private Rooms Available)

Included Meals: Breakfast Daily, Welcome Dinner, Cooking Class Dinner, Farewell Dinner

Group Size: 8-16 Guests

Inclusions

Accommodation: 4 Star Hotels (Shared & Private Rooms Available)

Included Meals: Breakfast Daily, Welcome Dinner, Farewell Dinner

Private & Comfortable Transportation

Local English Speaking Guides for Activities

Guided Porto Orientation Tour

Portuguese Cooking Class in Porto

Scenic Drive from Porto to Coimbra

Mondego River Boat Trip

Traditional Evening Fado Performance

Day Trip to Piódão with Guided Tour

Transfer to Lisbon

Lisbon Guided Tour

Exclusions

Flights

Airport Transfers

Visa/Entry Requirements

Travel Insurance (Required)

Meals Not Mentioned in Inclusions

Personal Expenses incl Tips

Your Host

Madeline Forrest @happiestsober

Hi! I’m Madeline and I’m from Toronto, Canda. I’m a sober content creator (@happiestsober), podcast host of Happiest Sober Podcast, and founder of the Happiest Sober Hub. I got sober in November 2020 and discovered that life is so much happier for me without alcohol in it. Now I’m passionate about sharing that message and inspiring others on their sober journeys. I hosted my first sober group trip in May 2023 and it was truly a life-changing experience. If you’re nervous about sober travel and you want to do it in a safe, supportive environment, OR if you’re just excited to travel and connect with other sober people, I hope you’ll join me!

Itinerary

Day 1 Arrival in Porto & Welcome Dinner

Your journey begins in Porto, a city of timeless charm and rich history. Upon arrival, settle into your hotel and take some time to relax or explore the area at your own pace.

In the evening, gather with your fellow travelers for a delightful welcome dinner at a local restaurant. Savor traditional Portuguese cuisine, such as bacalhau (salted cod) or francesinha, while enjoying the warm hospitality of Porto. It’s the perfect way to meet your group and set the tone for the adventure ahead.

Included:

  • Welcome Dinner

Important Info:

  • Please ensure that your flight allows for you to arrive in the early afternoon so that you can be at the hotel in time for a group meeting followed by a welcome dinner in the evening. More information on the hotel location and meeting timer will be provided once the trip is confirmed

Day 2 Exploring Porto & Cooking Class

Start the day with a guided orientation tour of Porto, wandering through its winding streets lined with colorful azulejos (ceramic tiles). Stroll along the Ribeira district, a UNESCO-listed waterfront, and cross the iconic Dom Luís I Bridge for breathtaking views of the Douro River. Visit landmarks such as São Bento Station, known for its stunning tilework, and the historic Livraria Lello, one of the world’s most beautiful bookstores.

After some free time for lunch, explore some more before immersing yourself in Portuguese gastronomy during a traditional cooking class. Under the guidance of a local chef, learn to prepare classic dishes like caldo verde and pastéis de nata (and then of course enjoy eating them). In the evening we’ll enjoy a well earned Mocktail in a scenic location.

Included:

  • Breakfast
  • Guided Porto Orientation Tour
  • Portuguese Cooking Class (includes Dinner)

Day 3 Leisurely Porto & Transfer to Coimbra

Enjoy a relaxed morning in Porto, where you can wander through the famous Bolhão Market, shop for handmade ceramics, or take in the views from Clérigos Tower. After lunch, embark on a scenic drive to Coimbra, a city steeped in academic tradition and home to one of the oldest universities in Europe.

Check into your hotel and take the rest of the day at your leisure – perhaps exploring the medieval streets, relaxing at a café, or enjoying the peaceful atmosphere along the Mondego River.

Included:

  • Breakfast
  • Scenic Drive Porto to Coimbra

Day 4 Coimbra's Heritage & Evening Fado Performance

Begin the day with a guided tour of Coimbra’s historic center, where ancient traditions blend seamlessly with student life. Visit the renowned University of Coimbra, with its grand Baroque library and sweeping views over the city.

Later, embark on a tranquil boat trip along the Mondego River, soaking in the picturesque scenery and learning about the city’s history from a new perspective. The afternoon is free for you to explore – whether you choose to visit the botanical gardens, enjoy a riverside lunch, or wander through hidden alleyways. In the evening, experience the soul-stirring sounds of Fado during a live performance, a perfect way to end the day in this culturally rich city.

Included:

  • Breakfast
  • Mondego River Boat Trip
  • Traditional Fado Performance

Day 5 Day Trip to Piódão

Venture into Portugal’s countryside as you travel to the enchanting schist village of Piódão, nestled within the Serra do Açor mountains. With its stone houses, narrow alleys, and dramatic landscape, Piódão feels like stepping into a fairy tale.

Take a short guided tour to learn about the village’s history and unique architecture, then enjoy time at your leisure to explore or have lunch at a traditional tavern. You might want to hike a scenic trail, visit the tiny chapel, or simply soak in the peaceful atmosphere. By late afternoon, return to Coimbra for a relaxed evening.

Included:

  • Breakfast
  • Day Trip to Piódão with Guided Tour

Day 6 Journey to Lisbon & Free Time

After breakfast, set off on a morning transfer to Lisbon, Portugal’s lively capital. Upon arrival, check into your hotel and enjoy a free afternoon to explore at your own pace. You might stroll through the historic Alfama district, ride the famous yellow tram through the city’s hills, or unwind at a riverside café with a pastel de nata and an espresso. As evening falls, discover Lisbon’s buzzing nightlife, from traditional fado houses to rooftop bars with panoramic city views where we will take some time to rest and enjoy a Mocktail.

Included:

  • Breakfast
  • Transfer to Lisbon

Day 7 Lisbon Tour & Farewell Dinner with a View

Spend the day discovering Lisbon’s highlights on a guided tour. Visit the grand Praça do Comércio, admire the intricate details of Jerónimos Monastery, and see the iconic Belém Tower. Stop by the lively Time Out Market for a taste of Lisbon’s best eats, or indulge in a famous pastéis de Belém from the original bakery.

In the evening, celebrate your journey with a farewell dinner at a scenic restaurant overlooking the city or the Tagus River. Savor delicious Portuguese flavors while reminiscing about your favorite moments from the trip.

Included:

  • Breakfast
  • Lisbon Guided Tour
  • Farewell Dinner

Day 8 Fond Farewell

Enjoy a final breakfast in Lisbon before checking out of the hotel. Depending on your flight time, you might squeeze in a last-minute stroll through the city or pick up some souvenirs before heading to the airport. As you depart, take with you the memories of Portugal’s stunning landscapes, rich culture, and warm hospitality.

Included:

  • Breakfast

Trip Photos

Important Notes

ARRIVAL:
The meeting point for this trip will be at our hotel in Porto, with a welcome meeting then dinner on day 1. More information on the exact hotel location and meeting time will be provided once the trip is confirmed. Airport transfers from Francisco Sá Carneiro Airport are not included.

PHYSICAL REQUIREMENTS:
There are some activities on this trip that have physical requirements. If you are unsure whether you will be able to complete any of the activities described in the itinerary or require more information on the physical requirements of the trip please reach out to us at hello@bestintravelgroup.com

ENTRY REQUIREMENTS:
If you are arriving from an international point of origin, be sure to check entry requirements based on the passport that you will be travelling with.

TRIP CONFIRMATION:
A trip is listed as PENDING until the minimum guest numbers are reached, at which point the trip becomes CONFIRMED. Guests will be notified when a trip becomes CONFIRMED.

BOOKING FLIGHTS:
Note that this trip starts in Porto and finishes in Lisbon. We do not recommend booking flights until your trip is CONFIRMED. Once the trip is confirmed, we recommend booking flights as soon as you are able to ensure you get the best rates.

BOOKING T&Cs:
We recommend you familiarise yourself with our Booking Terms & Conditions for more information about our booking, deposit and cancellation policies.

TRAVEL INSURANCE:
Travel insurance is required, and this will need to organised independently. There are a number of travel insurance comparison websites available. We do not recommend organising this until your trip is CONFIRMED. For more information on travel insurance head to https://bestintravelgroup.com/protect-your-adventure-best-in-travels-guide-to-travel-insurance/

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