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Journey to Vineyards and Villages of Iberia

17 Nights Featuring Madrid, Evora, Lisbon, Malaga, Valencia, Provence and Genoa

Sailing September 26th on Oceania Allura

September 19, 2027

On this exclusive tour hosted by the creator of Enrichment Journeys' land programs, we'll spend seven days uncovering the culture, history, and flavors of Spain and Portugal — from the vibrant cities of Madrid and Lisbon to Toledo's storied streets, smaller UNESCO-listed medieval towns, and a private wine estate along the way. From there, you'll embark the Oceania Allura for a Mediterranean voyage, sailing along the coasts of Spain, France, and Italy before disembarking in Rome. Throughout, you'll savor regional cuisine and local wines at every stop, on an upscale journey crafted for travelers who delight in culture and cuisine.

*This Journey is hosted by Chelsea Blake, the creator of Enrichment Journeys' land programs, who brings far more than professional expertise to every stop. Married into a Portuguese family and a regular visitor to the country every year, she offers curated insights into each destination along with an insider's perspective on local customs, hidden gems, and cultural traditions shaped by years of genuine, firsthand experience.

This land tour is also available paired with Oceania Allura 19-night sailing to Athens, Viking Libra 7-night sailing to Barcelona, and Regent Seven Seas Voyager 9-night sailing to Rome.

Veranda from $13,899 per person

The overall pace is active, as we have included guided tours to most major attractions in the area. Most days will include a full-day or half-day tour, with some free time mixed in as well. Guests should be prepared to walk a couple miles per day while on full-day tours. Breakfast is always included at the hotel. Some additional meals may be included, while other meals may be at your leisure. All hotels will have a restaurant on property where you may dine. If you wish to go out, your guide is available to make suggestions for nearby dining.

This Journey

7-night pre-cruise land program in Spain and Portugal

6 guided tours

13 meals on tour (7 breakfasts, 3 lunches and 3 dinners) and all meals onboard

10-night sailing aboard the Oceania Allura

Gratuities and Wi-Fi onboard

Always Included

Small group discovery tour with no more than 28 guests

International airfare, including transfers and baggage handling

English-speaking Local Guide during land program on most departures

Guaranteed early hotel check-in on arrival day (pre-cruise tours only)

Centrally located four- and five-star hotels

Inclusive pricing: includes airfare, land program, cruise, transfers and all taxes and fees

Exclusive amenities onboard your cruise (see special offers)

Special Offer

Limited Time $200 Gift Card!

Journey on Oceania Cruises with Exclusive Savings and FREE Tips. Drinks & Wi-Fi are All Included. Plus, enjoy a Limited Time $200 Bonus Gift Card of Your Choice!

Expires September 30, 2026
Learn More
Itinerary

At a Glance

Witness the Festival

Embark on a guided city tour, exploring historical landmarks and local culture.

Day Three

Experience a unique cultural event, immersing yourself in the local traditions.

Day Four

Relax at a scenic location, enjoying leisure time and breathtaking views.

Taste Local Wines and Delicacies

Enjoy a wine tasting at two local vineyards, sample local pastries and savor the flavors of Spain and Portugal’s traditional dishes.

Discover Portugal’s History of Exploration

Visit the neighborhood of Belem, the historic departure port of Portuguese explorers such as Vasco da Gama and Ferdinand Magellan. You’ll visit the Monument to the Explorers, the Belem Tower, and the Jeronimos Monastery, where Vasco da Gama is buried.

Culinary Excellence Onboard Oceania Allura

Onboard the Oceania Allura, dining becomes an experience in itself, with multiple gourmet restaurants helmed by expert chefs offering globally inspired cuisine and curated wine pairings. While onshore, each port along the Mediterranean coast offers its own culinary signature, from Valencia's paella to Provence's rosé and Barcelona's tapas, giving guests the chance to sample the true diversity of Mediterranean food and wine culture.

Toledo: A City Frozen in Time

En route to Cáceres, the group pauses in Toledo, a UNESCO World Heritage city where Moorish, Jewish, and Christian influences converge in narrow medieval streets and centuries-old architecture. A guided walking tour reveals the layered history behind this former imperial capital.

Itinerary Details

Day 1 – Arrive Madrid

Upon arrival at the airport, you will be transferred to the hotel for check-in. This evening, join your fellow travelers for a welcome dinner.

Note: if you wish to spend more time in Madrid, ask your Personal Vacation Manager about the optional hotel extension – which will add a night to your Madrid hotel stay.

Day 2 – Madrid

Discover the essence of Madrid through a day that blends history, culture, and local gastronomy. The morning begins with a visit to the magnificent Royal Palace, exploring its grand halls, artistic treasures, and centuries of royal heritage, followed by a stroll through a traditional market to sample authentic Spanish flavors and local products, paired with a tapas tasting alongside Spanish wine. In the evening, guests enjoy a flamenco show and dinner at one of Madrid's most iconic venues, celebrated as one of the best in the world for both its flamenco performances and its culinary offerings.

Day 3 – Madrid to Cacares

Depart Madrid and travel to Toledo, a UNESCO World Heritage city known as the "City of Three Cultures" for its unique blend of Christian, Muslim, and Jewish heritage. Upon arrival, enjoy a panoramic tour of Toledo, including scenic viewpoints overlooking the city's spectacular skyline along the Tagus River, followed by a guided visit to Toledo Cathedral, one of Spain's most impressive Gothic masterpieces, renowned for its architecture, artistic treasures, and historical significance. Afterward, enjoy a special lunch at a beautiful traditional estate on the hills overlooking Toledo before continuing on to Cáceres, check in at the hotel and enjoy a free evening.

Day 4 – Cacares to Evora

Discover the essence of Cáceres with a private half-day tour through its impressive Monumental City, a UNESCO World Heritage Site. We'll explore Cáceres' medieval streets while learning the stories and legends that make Cáceres a unique destination. Afterward, we cross the border from Spain to Portugal, stopping en route at a traditional estate for lunch. Our next stop is the Coffee Museum, an interactive space dedicated to the history, science, and production process of coffee — from the origin of the bean to the cup — where we'll learn about growing, harvesting, roasting, grinding, and brewing, as well as the cultural traditions surrounding coffee around the world. We'll then continue on to Évora to check in at the hotel.

Day 5 – Evora

After a good night's sleep, we'll spend the morning and early afternoon getting properly acquainted with Évora, one of Portugal's best-preserved medieval towns and a UNESCO World Heritage Site. Our natural anchor is the Roman Temple of Évora, standing in the same square for nearly two thousand years, just a short walk from the Cathedral and the famous Chapel of Bones, its walls and columns lined floor to ceiling with human bones. We'll stroll through Praça do Giraldo, the arcaded main square that's been the heart of civic life here since the 1500s, then enjoy lunch in the historic center among restaurants serving regional dishes. The free afternoon is perfect for wandering the cobblestone streets and browsing the cork and ceramics shops Évora is known for.

Day 6 – Evora to Lisbon

We depart our hotel in Évora and head toward Setúbal, crossing the Alentejo countryside to arrive at one of Portugal's oldest and most prestigious wine estates. We'll enjoy a guided tour of the historic facilities, followed by a tasting of three wines — white, red, and the iconic Moscatel de Setúbal — before a lunch at the estate featuring regional cuisine paired with the local wines. From there, we continue on to Lisbon, where we'll check in at our hotel. The evening is left free to explore the city at our own pace.

Day 7 – Lisbon

Today we'll discover the maritime heritage and cultural treasures of Lisbon through the district of Belém. We'll visit the Jerónimos Monastery, the iconic Belém Tower, and the Monument to the Discoveries, all part of a UNESCO World Heritage site, along with a tasting of the traditional Portuguese custard tart Belém is famous for.  Afterward, we'll head back into the city center for lunch on our own before regrouping to visit Castelo de S. Jorge, a medieval hilltop fortress with panoramic views over the city and the Tagus River. This evening, rejoin the group for dinner at one of Lisbon's most iconic fado venues, where the meal is accompanied by an authentic performance of traditional Portuguese fado music, recognized as an Intangible Cultural Heritage.

Day 8 – Lisbon Embarkation

After breakfast, check out of the hotel and transfer to the port, where you will board the Oceania Allura. The Director of Enrichment Journeys will bid you a Bon Voyage, as she will remain on land.

Day 9-17 – Cruising onboard the Oceania Allura

Ports of call include Malaga, Melilla, Alicante, Valencia and Barcelona, Spain; Provence (Marseille), France; Genoa and Florence/Pisa/Tuscany, Italy.

Day 21 – Rome Disembarkation

Enjoy breakfast onboard, then disembark the Oceania Allura and transfer to the airport for your return flight home.

Note: if you wish to spend more time in Rome, ask your Personal Vacation Manager about the optional hotel extension.

For meals not included in your land programs, all hotels chosen include a restaurant on property where you may relax and enjoy a meal. In addition, your guide is available to make suggestions on nearby dining, shopping or sightseeing.

For meals not included in your land programs, all hotels chosen include a restaurant on property where you may relax and enjoy a meal. In addition, your guide is available to make suggestions on nearby dining, shopping or sightseeing.

Accommodations
Cruise Ship

Oceania Allura

Newly redesigned suites, soothing sea-inspired spaces and personalized service create this casually elegant retreat at sea.

List is preliminary and subject to revision. While hotels are secured over a year ahead, unexpected changes may occasionally arise. Any substitutions will be of equal quality or value and confirmed in final documents. Enrichment Journeys primarily uses 4- and 5-star hotels with exceptions only where choices are limited.

Journey Highlights

Memorable Experiences, Scenic Views, and Exciting Moments

Enriched Exclusive

Handpicked Cultural, Culinary, and Local Experiences Available on Select Enrichment Journeys

As part of this specially curated journey, our group will enjoy a private excursion to one of Portugal's oldest and most prestigious wine estates, and a hidden gem few travelers ever experience. This exclusive tour offers access to the estate's historic cellars and winemaking traditions, culminating in a private tasting of three exceptional wines: a crisp white, a robust red, and the estate's iconic Moscatel de Setúbal. The experience is capped off with an intimate lunch at the estate itself, where we will savor authentic regional cuisine expertly paired with the very wines they've just discovered.

Optional

Extend Your Journey

More time to relax, explore and make the most of your trip.

Rome

Extension

Although everyone on the Enrichment Journey will disembark the ship in Rome, the itinerary does not include any time in the city. With this optional extension you will stay for 2 nights in Rome after your cruise, giving you time to explore the city on your own before flying home. Price of $830 per person is based on double occupancy and includes 2-night hotel accommodation in Rome with daily breakfast, private transfer from the Civitavecchia cruise port to the hotel, and private transfer from the hotel to airport (applicable when air is booked through Enrichment Journeys). Note: tours are not included.

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More Information

What to Know Before You Go

Physical Activity

The land portion of the trip should be considered active and includes a considerable amount of walking.

Enrichment Journeys will do everything in our power to ensure comfort through our third-party providers, including air-conditioned buses and comfortable accommodations where applicable. However, some areas cannot be accessed by coach, so our drivers will get you as close to sites as is legally allowed. Sensible, rubber-soled walking shoes are strongly recommended. Historical sites often do not have elevators, escalators, or ramps due to the age of the building/structure. Steps can be steep and uneven. Based on crowds and traffic, order of visits may be changed. You may have to walk a moderate distance to transfer to coach stations and airport terminals. Time spent on the road and traveling can be long, so you will need to be prepared for stretches of down time in between destinations.

Wheelchair access at many sites is limited. A fold-up wheelchair may be able to be stored on the bus but requires prior arrangements. Guests must be able to transfer from their chair to the transportation. Guides/drivers are not allowed to lift or push wheelchairs, so guests requiring physical assistance must travel with a companion who can assist. Motorized wheelchairs and scooters cannot be accommodated on this group program.

Enrichment Journeys will do everything in our power to ensure comfort through our third-party providers, including air-conditioned buses and comfortable accommodations where applicable. However, some areas cannot be accessed by coach, so our drivers will get you as close to sites as is legally allowed. Sensible, rubber-soled walking shoes are strongly recommended. Historical sites often do not have elevators, escalators, or ramps due to the age of the building/structure. Steps can be steep and uneven. Based on crowds and traffic, order of visits may be changed. You may have to walk a moderate distance to transfer to coach stations and airport terminals. Time spent on the road and traveling can be long, so you will need to be prepared for stretches of down time in between destinations.

Wheelchair access at many sites is limited. A fold-up wheelchair may be able to be stored on the bus but requires prior arrangements. Guests must be able to transfer from their chair to the transportation. Guides/drivers are not allowed to lift or push wheelchairs, so guests requiring physical assistance must travel with a companion who can assist. Motorized wheelchairs and scooters cannot be accommodated on this group program.

Airfare

Included airfare is from select airports only. To inquire about a different airport, please contact your Personal Vacation Manager.

Enrichment Journeys is committed to providing remarkable experiences at extraordinary value. As a result, airlines and routes are selected to maximize that value and may involve multiple stops and extended layovers versus non-stop or direct flights. Passengers wishing to utilize specific carriers, direct/non-stop flights, Business Class upgrades, or to extend their time in any of our beginning or ending destination cities may do so by contacting Enrichment Journeys and inquiring about the Custom Airfare Program. There is a $100 per person charge for this service, however this charge will be applied toward any flights or upgrades you choose to purchase. The $100 charge must be paid prior to receiving a custom air quote.

Passport and Visa Requirements

To travel internationally, you must have a passport in good condition, and it must be valid for at least 6 months after the last day of your trip. Visa requirements change frequently and for various reasons. As a result, our Personal Vacation Managers are not always able to provide visa information. The best way to obtain up-to-date information regarding visa requirements is to visit the official US government website for Americans traveling abroad, Travel.State.Gov (Canadian citizens should visit https://travel.gc.ca/, for all other countries please visit your government website or local embassy), which details specific information on the countries you would like to visit, including visa requirements. You may also use a third-party visa service, such as Expedited Travel. These services require an additional service fee but make the process of applying for a visa much simpler.

Customizing Your Journey

To extend a hotel stay at the beginning or end of your Journey, please speak to a Personal Vacation Manager for assistance in making those arrangements.

If you are interested in customizing your Journey, pairing it with a different cruise, or arranging a private tour for your party, you may be interested in our Private Journeys program. You can learn more about this program here, or speak to a Personal Vacation Manager for more information.

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