14- Day Tour: Lisbon Portugal to Toledo Spain

April 16th to 29th, 2024 - Fly into Lisbon - Fly out of Madrid

Embark on a mesmerizing 14-day tour through the stunning landscapes and rich cultural heritage of Portugal and Spain. Starting in Lisbon, you'll explore the capital and Sintra region before heading to the sun-soaked beaches and charming towns of the Algarve. Next, venture into the heart of Andalusia, discovering the vibrant cities of Cadiz, Seville, Cordoba, Ronda and the awe-inspiring Alhambra in Granada. Your journey concludes in Toledo, a city steeped in medieval history. With a perfect blend of history, nature, and culture, this tour promises an unforgettable adventure to the Iberian Peninsula.

Highlights: Lisbon, Sintra and Pena Palace, Algarve Coast of Portugal, Heulva, Seville, Flamenco Show, Cordoba, Cadiz, Jerez de la Frontera, Adulsian Horse Show, Ronda and the White Villages, Granada, Alhambra Palace, Toledo

Overnights: Lisbon (3 nights) - Algarve Coast (2 nights) - Seville (4 nights) - Granada (2 nights) - Toledo (2 nights)

Price: €4,495/person - 14 Days - based off a double occupancy room


Tour Itinerary


Arrival in Lisbon - Tuesday, April 16th

Upon arriving in Lisbon, enjoy private transportation to your centrally located hotel. Settle in and explore your surroundings before gathering for a Welcome Cocktail Hour in the evening, where Jake and Pete will welcome you to Lisbon.

Overnight: Lisbon, Portugal


Lisbon Walking Tour - Wednesday, April 17th

Get acquainted with Lisbon on a captivating walking tour, immersing yourself in its vibrant neighborhoods, historic sites, and scenic vistas. Afterwards, enjoy Welcome Luncheon to become acquainted with you fellow travelers and learn more about the destinations to come. The afternoon is yours to savor the city's unique charm at your own pace.

Overnight: Lisbon, Portugal


Sintra and Pena Palace - Thursday, April 18th

Explore the enchanting town of Sintra and its iconic Pena Palace, nestled just outside Lisbon. This captivating tour unveils the fairytale-like architecture and rich history of this UNESCO World Heritage site.

Overnight: Lisbon, Portugal


Sanctuary of Christ and Winery - Friday, April 19th

Journey from Lisbon to the picturesque Algarve coast, enjoying views from the Sanctuary of Christ Statue and savoring a delightful wine tasting experience enroute. As we approach the southern coast, relish the stunning views that unfold as we arrive at our seaside hotel.

Overnight: Algarve Region, Portugal


Algarve Coast Boat Cruise and Lagos - Saturday, April 20th

Start your day with a scenic boat cruise exploring the breathtaking cliffs and caves along the coast. In the afternoon, enjoy lunch a free time in the charming port town of Lagos before returning to our beachfront hotel. Relax in the evening with a leisurely stroll along the beach and soak in the breathtaking scenery, creating a perfect blend of coastal exploration and relaxation.

Overnight: Algarve Region, Portugal


Cork Manufacturer and Columbus’ Departure - Sunday, April 21st

Begin the day with a fascinating visit to a cork manufacturer, gaining insights into the intricate process, followed by a scenic lunch overlooking the coast. Crossing over into Spain, we will visit the La Rabida Monastery and learn about its shared history with Columbus before continuing our travels to Seville.

Overnight: Seville, Spain


Seville and Andalusian Culture - Monday April 22nd

Embark on a captivating day touring Seville, immersing yourself in the city's vibrant atmosphere. Enjoy exploring iconic landmarks such as the awe-inspiring Alcazar, the historic Cathedral with its Giralda Tower, and the lively Plaza de España. This is a great day spent soaking up the Andalusian culture through its architecture, history, and charming streets.

Overnight: Seville, Spain


Cadiz and Jerez de la Frontera - Tuesday, April 23rd

Enjoy a delightful day trip to Jerez de la Frontera and Cadiz, where rhythmic Andalusian horses provide a mesmerizing equestrian show. Explore the historic streets of Cadiz, reveling in its coastal charm, and savor the distinctive flavors of the region with a sherry wine sampling experience.

Overnight: Seville, Spain


Cordoba Spain - Wednesday, April 24th

Explore the captivating city of Cordoba, where a seamless blend of Moorish, Roman, and Christian influences creates a unique tapestry of history and culture. Wander through the enchanting streets, marvel at the iconic Mezquita, and immerse yourself in the rich heritage that defines this historical gem.

Overnight: Granada, Spain


Ronda Spain- Thursday, April 25th

As we journey from Seville to Granada, the day unfolds with a scenic drive through the picturesque countryside of southern Spain. Upon arrival, we’ll be greeted by our local guides for a leisurely introduction to the historic town of Ronda. Perched atop dramatic cliffs, the quaint villager offers breathtaking views of the surrounding landscapes.

Overnight: Granada, Spain


Alhambra Palace and Gardens - Friday, April 26th

Immerse yourself in the awe-inspiring beauty of the Alhambra Palace and Gardens, a UNESCO World Heritage Site, where intricate Moorish architecture and lush gardens unfold against the backdrop of the Sierra Nevada. As evening descends, relish the vibrant atmosphere of Granada's lively squares, where the city's rich cultural tapestry comes alive through flamenco music and local flavors.

Overnight: Granada, Spain


Olive Oil Manufacturer - Saturday, April 27th

Journeying from Granada to Toledo, the day unfolds with a visit to the world of olive oil production at a local manufacturer. Gain insights into this ancient art before continuing the scenic route towards the captivating city of Toledo.

Overnight: Toledo, Spain


Toledo Free Day and Farewell Dinner - Sunday, April 28th

In Toledo, revel in a day of independent exploration, wandering through the labyrinthine streets and discovering the city's cultural treasures at your own pace. As the sun sets, join the group for a Farewell dinner celebration, reminiscing about the journey amid the ambiance of Toledo's historic charm.

Overnight: Toledo, Spain


Departure Day - Madrid Airport - Monday, April 29th

In the morning we will say Adios to Spain, departing our accommodations in Toledo for the Madrid International Airport. This large airport offers many direct connections to major transportation hubs in the United States. We hope you had a wonderful trip with memories to last a lifetime.


Route Map Overview



Tour Itinerary Overview



Hotel Accommodations



Pricing and Reservations

Digital video commemorating the memories made on the trip

Daily Breakfast

Guided Day Trips, Excursions and Transportation

Informative & Caring Tour Staff

24-Hour On-Tour Assistance

Tour Packages Includes:

Pre & Post Tour Planning Assistance from Jake & Pete

Entry Fees and Guides for Included Activities

Free WiFi at all hotels

Curbside airport pick-up and and drop-off

Welcome and Farewell Dinner Receptions


Spain & Portugal Main Tour

One Adult (Double Occupancy Room)              €4,495*

*€1,295 Single Occupancy Supplement