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September 27 – October 13, 2025

Newsweek Readers Choice Best Women's Travel Club

Sip and Savor:
Journey Through the Iberian Wine Route with a Band of Sisters!

Welcome to a journey where the wine is as rich as the history and the camaraderie as delightful as the cuisine. Introducing “Portugal & Spain: The Iberian Wine Route,” an exclusive travel experience designed for women who revel in the charm of ancient vineyards, the taste of sublime vintages, and the joy of connecting with fun-loving Sisters. This epicurean expedition through the heart of Iberia’s most famed wine regions is more than a tour—it’s an invitation to indulge in a feast for the senses.

From the rolling hills of Portugal’s Douro Valley to the lush landscapes of Spain’s Rioja, this trip promises an unforgettable exploration of iconic wineries, historic cities, and culinary excellence. Picture yourself sipping on fine Port wine in a traditional cellar in Porto or toasting with a glass of exquisite Rioja as the sun sets over the vineyards. Each stop is an opportunity to dive deep into the local culture, learn from passionate winemakers, and taste dishes that embody the spirit of the region.

Tagus River Pano Bridge

At the heart of our journey is the opportunity to forge unforgettable bonds of sisterhood. As we traverse through Iberia’s enchanting landscapes, the shared experiences and the beauty of the journey foster deep, lasting friendships among us. Whether you’re a seasoned wine connoisseur or a culinary adventurer, “Portugal & Spain: The Iberian Wine Route” offers a unique, immersive experience that will leave you inspired, refreshed, and connected. Join us on this adventure and create memories and friendships that will linger like the aftertaste of a fine wine, long after you’ve returned home.

Featured Destinations


September 27, 2025

Today, arrive in beautiful Lisbon. After you go through passport control and customs and collect your bags, you’ll be met in the Arrivals Hall by your driver to transfer to our hotel. The rest of the day and evening is yours to relax and rejuvenate. You may wish to join your Group Leader for an informal get together with your Sisters this evening. (No meals included today)

Hotel: Turim Boulevard Hotel, Lisbon

Lisbon Aerial City Center

September 28, 2025

Today is yours to rest, relax, or explore independently with your Sisters. This evening, we’ll join together for a Welcome Dinner to officially kick off our experience-rich adventure. (Breakfast and Dinner included)

Hotel: Turim Boulevard Hotel, Lisbon

Lisbon Rossio square

September 29, 2025

This morning, we’ll start our day on foot with our Tour Director, walking to the public funicular. We’ll hop on and ride to the upper side of the downtown area where we can meander through historic neighborhoods, hearing the kinds of stories that bring the city – and its colorful neighborhoods – to life. We’ll walk to the Chiado neighborhood and embrace its elegant flair and bohemiam vibe, enroute to a local café where we’ll sit down for a tasting of typical Portuguese foods and savor the flavors of the city. After, we’ll head to the praca do Comercio in downtown Lisbon, one of the biggest squares in Europe. This gorgeous square flaunts colorful artwork and sculptures. Say cheers on the Tagus River for a truly unique way to experience Lisbon. We’ll sail by the Monument to the discoveries and the Tower of Belem (UNESCO) before crossing the river to see “Christ the King” statue. Enjoy some free time with your Sisters to independently explore before returning to the hotel by subway. (Breakfast and Lunch included)

Hotel: Turim Boulevard Hotel, Lisbon

September 30, 2025

Today, after breakfast, we’ll take a step away from the bustling streets of Lisbon for an excursion to charming seaside Ericeira, once a thriving fishing village. This beach town is now world-renowned to surfers and that aesthetic can be seen everywhere from the coast to the cozy cafes. We’ll take some time to tour the quaint downtown with our Tour Director before we explore the beautiful town of Sintra (UNESCO), the summer residence of Portuguese kings. We’ll have some free time for independent exploration. After, we’ll venture to one of the most notable Romanticism-inspired landscapes in Portugal: the Park of Monserrate. You’ll find the pathways running between the ruins, lakes, and waterfalls into the property’s palace, which itself is the exotic dream of a 19th century British visionary. (Breakfast included)

Hotel: Turim Boulevard Hotel, Lisbon

October 1, 2025

This morning, we’ll depart Portugal’s capital city and head to Tomar, home of Portugal’s historical jewels, the Templar Castle, and Convent of Christ – a UNESCO World Heritage site. We’ll explore the octagonal Templars’ Rotunda and imagine the day-to-day life of a warrior monk in the domestic areas. Our next stop will be Porto. Be sure to take in the landscape as we embark on our two and half hour drive to Portugal’s second largest city. Upon arrival, we’ll check into our charming hotel, enjoy a port wine tasting, and experience a wonderful dinner together at a local restaurant. (Breakfast and Dinner included)

Hotel: Turim Oporto Hotel, Porto

October 2, 2025

Today, an extensive walking tour of Porto reveals all of its many charms. See the Sao Bento Railway Station, which opened in 1916 and remains one of Portugal’s most striking stations. We’ll visit the Bolsa Palace (UNESCO), otherwise known as the Stock Exchange Palace, a 19th century Neoclassical masterpiece and finally, finish our morning crossing the river to Vila Nova de Gaia for a visit. You’ll get a taste for the port wine production scene with a tour and tasting. Later, we’ll get a different perspective on porto as we step across the threshold of our hosts’ home and inhale the tantalizing aroma of traditional Portuguese cooking. Enjoy the warm hospitality of a local family welcoming us with open arms, where we’ll savor a homemade meal seasoned with laughter and paired with delicious Portuguese wine. **If for any reason, the family is unable to accommodate our group, they will meet us at a local restaurant for a wonderful dinner).** (Breakfast, Tasting, and Dinner included)

Hotel: Turim Oporto Hotel, Porto


October 3, 2025

This morning, we’ll travel to Braga and behold the “Bom Jesus do Monte” (UNESCO) – a sanctuary and Christian pilgrimage site in Tenões that boasts stunning Baroque architecture. After our group lunch, we’ll walk the narrow streets of the historic downtown. Many of Braga’s locals place great importance on religion and the city has one of the highest concentrations of churches in Portugal. After, the rest of the day is yours to explore and dine independently with your Sisters. (Breakfast and Lunch included)

Hotel: Turim Oporto Hotel, Porto

October 4, 2025

Today, we say “tchau” to Porto and set out for the Douro wine region where we’ll indulge ourselves on the grounds of a traditional winery for several nights. Enroute to Douro, we’ll stop in Amarante, a quaint town set on a bend in the Rio Tamega. From its balconied houses to its willow-lined riverbanks, this town is full of surprises. This afternoon, we’ll enjoy a cruise down the Douro River on a traditional wooden rabelo boat where you’ll marvel at the tows of twisting vines, lush trees, and colorful houses from a different perspective. Finally, step into your home for the next few nights in the heart of the Douro River Valley. Later, we’ll wander down to the cellar for a tasting before enjoying a dinner complete with locally sourced, traditional Portuguese cuisine. (Breakfast and Dinner included).

Hotel: The Wine House Hotel, Quinta da Pacheca

October 5, 2025

Enjoy a relaxed morning today. Then, roll up your sleeves and join a cooking class where of course, we’ll dine on our creations with a light lunch of petiscos (Portuguese tapas). This afternoon and evening is yours to enjoy independently with your Sisters. (Breakfast and Lunch included)

Hotel: The Wine House Hotel, Quinta da Pacheca

October 6, 2025

Today, you’re in for a real treat! While the morning is yours to enjoy on the grounds of the winery or being pampered in the spa, this afternoon and evening, we’ll enjoy a guided visit to Quinta da Pacheca with a private tasting of 2 Douro and 2 Port Wines. Then, we’ll enjoy the traditional treading of grapes, followed by a private Traditional dinner. (Breakfast and Dinner included)

Hotel: The Wine House Hotel, Quinta da Pacheca

October 7, 2025

This morning, we’ll depart the lush Douro wine region and cross the border into Spain! Welcome to Salamanca after an approximate three-hour drive, where you’ll feel like you’ve stepped back in time. We’ll take a short walking tour and learn more about this ancient city that has over two thousand years of history and sandstone architecture. This evening, we’ll gather together for an authentic regional dinner. (Breakfast and Dinner included)

Hotel: NH Collection, Salamanca Palacio de Castellanos


October 8, 2025

Today, we’ll leave for the famous Rioja wine region. On our way, we’ll stop in Burgos where we’ll get to know the city during a walking tour. From its pedestrian-friendly riverside to the historic Plaza Mayor, Burgos delivers a traditional Spanish experience. Enjoy free time with independent lunch with your Sisters. This evening, we’ll enjoy a wine tasting before savoring a farm-to-table tasting menu that highlights the local cuisine. (Breakfast and Dinner included)

Hotel: Eurostars Fuerte Ruaveja, Logrono

October 9, 2025

This morning, it’s off to Pamplona, the capital of the Navarre province and home to the legendary Feast of San Fermin – the Running of the Bulls. Once every year, bulls are led through the city’s streets by daredevil runners and today, a local guide will take us on a city tour where we can hear all about is colorful, unique history before visiting the family home of a bullfighter. The bullfighter’s family will greet us in the traditional way – with light tapas and drinks – truly welcoming us into their world for a little while. During our visit, learn firsthand about bullfighting traditions, controversies and enjoy the chance to ask your own respectful questions. As we make our way back to stunning Rioja, we’ll stop at the Marques de Riscal Winery nestled in the center of Spain’s beautiful Basque country, one of the most fascinating wineries to behold with its famously avant-garde design. Taste some of the wines and walk the vineyards before we head back to our hotel where the rest of the evening is yours to enjoy with your Sisters. (Breakfast and Lunch included)

Hotel: Eurostars Fuerte Ruaveja, Logrono

Pamplona Aerial

October 10, 2025

This morning, we’ll depart to San Sebastian, the iconic shoreline city in Basque Country. Upon arrival, we’ll set off on an extensive walking tour of San Sebastian, a coastal city that runs along the Bay of Biscay. Enjoy free time for lunch with your Sisters before we take a panoramic tour along the coastal road, finding picture-perfect views that will take your breath away. This evening, we’ll join together for authentic Basque Country cuisine at a local restaurant. (Breakfast and Dinner Included)

Hotel: NH Collection San Sebastian Aranzazu

San Sebastian Aerial Pano

October 11, 2025

Today is a completely free day for you and your Sisters to enjoy this amazing city. Your Tour Director will have plenty of suggestions for you! (Breakfast Included)

Hotel: NH Collection San Sebastian Aranzazu

October 12, 2025

This morning, we’ll head to Bilbao to visit the world-renowned Guggenheim Museum, set along the Nervion River, and hailed as a true icon of architectural culture, with its contemporary design. See some of the modern art housed inside its fascinating walls. Then, we’ll take a walking tour of Bilbao’s old town where you can find historic old churches, festive markets and quintessential Spanish squares. Enjoy some free time with your Sisters before we return to San Sebastian. Tonight, we’ll gather together and toast to the end of our flavorful journey at a Farewell Dinner in a local restaurant. (Breakfast and Dinner Included)

Hotel: NH Collection San Sebastian Aranzazu

October 13, 2025

Today, our tour of Portugal and Spain sadly comes to a close. We’ll be transferred to the San Sebastian airport for our return flights home. (Breakfast included)

Trip Inclusions



Double Occupancy
$ 6799
per person


Single Occupancy
$ 8999
per person

important information


  • There will be a maximum of 24 Sisters including your Sisterhood Travels Group Leader. Roommate matching is available.
  • International airfare is not included in your pricing. You will fly into Lisbon (LIS). You will fly out of San Sebastian (EAS)
  • You can arrive at any time into Lisbon on September 27, 2025, and depart at any time from San Sebastian on October 13, 2025
  • Check-in time at our arrival hotel is at 3:00 pm.
  • All international flight arrangements must be submitted to Sisterhood Travels on or before May 27, 2025. If you need help making flight arrangements, or to submit your independent flight arrangements, please click here for Airfare Information.
  • Included arrival transfers are provided only on September 27th from the Lisbon airport to our hotel. Included departure transfers are only provided on October 13th from our hotel to the San Sebastian airport. If you arrive or depart outside these days, or you’re needing transfers or hotels elsewhere, you are responsible for making your own arrangements at your own expense.
  • It is very common around the world for cities to charge local taxes for hotel nights that cannot be prepaid by Sisterhood Travels and are required to be paid by you at the hotel upon checkout. These taxes range from 1 – 5 Euros per person per night.
  • You should always be prepared to present your passport and your credit card for incidentals when checking into hotels.
  • Please don’t schedule any optional excursions on your own for this trip, as we cannot promise that you will arrive in time at any location to make your independent excursion. Sisterhood Travels won’t be liable for any expense you incur because of this.
  • Individual gratuities for your Tour Director, local guides, and drivers are not included in your pricing. We will provide you with tipping guidelines for your trip
  • Travel Insurance is highly recommended and is not included in your pricing. We will send you a quote via email.
  • We cannot accommodate wheelchairs or assistive mobility devices on this trip.
  • There are no refunds for unused portions of this tour.
  • Dates and times of itinerary as well as hotels listed are subject to change without notice due to operational, weather, or logistical reasons.
  • Any optional expenses or expenses related to anything not specifically listed in this itinerary are not included.

Need a Roommate?

Cancellation & Refunds

Activity Level 4

Activity Level:


This is a consistently robust itinerary that is likely to be filled with a combination of long, active days, several early hotel departures and some long journeys by coach. There may be limited time for rest and rejuvenation as you explore these amazing destinations. There may be multiple flights and travel by non-traditional means such as safari vehicles, rickshaws/pedicabs, etc. Guests should have reasonable health and mobility and be capable of walking 1-2 miles over time over potentially difficult terrain which may include hills. Guests should be comfortable with standing for longer periods of time with no difficulty.