Southern Spain and Portugal Travel Itinerary
Let Us Create a Memorable Getaway to Spain.
Get ready to create a customized Spain travel itinerary with I Spy Spain and enjoy a well-organized vacation. Cater to your unique travel style and include your special interests, favorite activities, and food preferences in an itinerary that will make your dream trip come true. With our Spain itinerary, we make sure that you explore both the discovered and hidden places of the country so you can take in the breathtaking beauty of the cities, coasts, mountains, and greenery.
Get Started with a Tailored Spain Itinerary
To begin, we’ll get in touch with you through a Zoom meeting at an agreed upon scheduled time to discuss your trip dates, plans, and other necessary details. We also ask for your expectations of a good Spain and Portugal itinerary so that we can start preparing the layout for your travel. We give a detailed overview of your Spain itinerary once it is created so that you are clear about where you are spending your money on. For further information about how I Spy Spain works with you, check out our process in detail.
Experience the Convenience of Our Exclusive Spain Itinerary
I Spy Spain works with different types of travelers and age groups, so we have lots of experience crafting the best-suited Spain travel itinerary for our clients. Our frequent travelers include:
- Newlyweds or Honeymooners
- Small Groups
- Couples
- Solo Travelers
- Families
- Corporate Groups
- and more!
Whether you are traveling solo, as a couple, with your family, friends, or colleagues, we help you to plan your trip so you will enjoy quality time and have the best experience with our Spain Itinerary. Our custom-made itinerary services focus on assisting you to enjoy your trip and vacation on your terms and conditions.
Take a Glimpse at Our Sample Spain Itinerary
Before we start planning your Spain and Portugal itinerary, have a look at this sample itinerary so you can get an idea of how we work. Of course, yours will be different than this because we create a one-of-a-kind Spain itinerary for each of our clients ranging from couples and honeymooners to groups to solos. Our suggestions below are just a sample of which iconic places, cities, and routes you might cover during your stay in the country.
Spend Your 14-day Vacation Leisurely with an All-inclusive Spain Itinerary
Your 14-day vacation in Spain will be unforgettable as we include the best places to visit in the country such as cathedrals, castles, museums, beaches, parks, and towns. Our Spain travel itinerary relievesany anxiety as we organize things properly so that you can cover most of the places within your trip duration.
We have explored the country numerous times, so we can guide you with the best routes, times to visit, and tasty food to try to make your trip worthwhile.
The Creation of a 14 Day Spain Itinerary
There are so many historical sites and cities in Spain to visit so it might feel confusing when it comes to where to start. Consider this 14-day Spain travel Itinerary thatbegins with a visit to Madrid and concludes in Seville.
The itinerary also includes popular Spanish cities such as Toledo, Caceres, Merida, and Zafra, which are famous for their world heritage sites and hospitality. This itinerary shows that with our expert assistance, your time in Spain will be full of excitement, anticipation, and happiness with unique experiences around every corner.
Your Traveling Mode for 14 Days In Spain
You can hire a private driver, rent a car, or take a bus, cab or train to visit the destinations and sites in your Spain itinerary. When you reach your destination, you can explore the places on foot, on rental bicycles, on public transportation, or cab.
We’re here to guide you when you travel to different cities and places listed in your itinerary so that you are relaxed and confident during your vacation.ab.
14-Day Family Vacation – Spain Travel Itinerary
This is a sample Spain Itinerary that we curated for a family who were visiting the country for the first time and had four members including teen kids. The personal preferences that they shared with us regarding the trip were having a private local-guided tour and activities to keep their kids active and involved. Although it was their first time in Spain, the parents were experienced travelers and wanted to broaden the horizons of the kids.
They were looking for an itinerary in which interesting places and activities were included so that the kids would remain engaged, excited, and eager to explore new things. However, while they wanted to explore every place they visit, they didn’t want to spend more than three days at any one destination.
To move from one place to another, they were comfortable with rental cars and trains, and asked for our recommendations for meals and dinner reservations. There were no dietary restrictions for any one of them but familiar food items occasionally were would be welcome.
Keeping their accommodation, transportation, sightseeing, interests, travel style, and eating habits in mind, I Spy Spain crafted this trip to Spain itinerary for them. We recommended a few places for staying and dining, allowing them to make the final choices before we finalized the bookings.
Day 1
The Spain Itinerary starts with your arrival at Madrid Barajas Airport where you’ll meet your hotel transfer at the gate. Your choice of hotel for Madrid is Hotel Pestana Plaza Mayor in Madrid. You decided on a light lunch at the hotel’s restaurant, no reservation needed. After lunch you can take a walk around the Plaza Mayor which will be entertaining for kids as well as for you. Notes and suggestions are in your app. For dinner head to DCorazon at Plaza Mayor 30. They are expecting you at 7pm.
Day 2
Today you will explore Madrid on a 2.5 hour Segway Tour. You will meet your guide, Luisa, at Plaza Sn Miguel at 11:00. After the tour, freshen up and head for Casa Lucio, your choice of lunch restaurant, located 5 minutes from your hotel.Your reservation is for 2:00 pm.
After lunch, you will visit Palacio Real where you chose the audio guided tour. Instructions for this are in the app. Be sure to save time for the royal kitchen tour. Next, head to the statue in Plaza Mayor for 8:00 pm to meet your guide, Jackie, for your private Tapas dinner tour.
Day 3
Day 3 of your Spain travel itinerary is scheduled to visit El Prado in Madrid, under the guidance of Miguel, who will meet you by the Velazquez statue at 9:30 am. He is known to make the tour fun and interesting for kids, so you will enjoy your time there. After the tour, please pay the balance amount to Miguel. The amount is in your app. Then walk to your chosen lunch venue, Adrede, which is just 7 minutes away.
After you have free time to explore Madrid’s local streets, shop, and visit El Retiro Park, or choose other suggestions from the app. After a busy day, your dinner reservation is set at the oldest-running restaurant in the world, El Botin, at 8:00 pm.
When you get back to the hotel after dinner, make sure to book a cab for tomorrow to take you to the Car Rental Office. You can ask the front desk to help you with this. Plan to leave by 8:00 am.
Day 4
The fourth day of your Spain and Portugal itinerary is a day trip to Toledo.
The ride to rental office is 20 mins. Please plan to arrive at 8:30 am. Pick up instructions for the rental car are in your app. It’s an hour drive to Toledo. The driving roiute is in your app.
Parking instructions are also in your app. Your guide in Toledo will be Joseph. He will meet you at the top of the escalator, see app. The tour includes a The tour ends by noon and so you’ll have a bit of free time before your lunch reservation at La Clandestina restaurant at 2 pm.
After lunch, it’s time to head for Caceres. The driving route we give you includes a couple of interesting breaks along the way. You chose the Parador Hotel for your stay in Caceres. Your dinner reservation is set for 8:00 pm at the Hotel Parador restaurant.
After your dinner, for an unusual experience, you can get some cookies or sweets from the cloistered nuns. See instructions for this in your app.
Day 5
Antonio will be your tour guide in Caceres, as per your Spain itinerary, and he will be serving you during your stay here. You’ll meet him at the front door of the Parador Hotel at 10:00 am for your your tour of Caceres, followed by lunch at Nolasco. He adapts well with kids so you can rest assured that it will be an interesting and fun journey throughout.
You wanted to try outdoor activities, so we suggest exploring a couple of hiking trails. Please check the maps and routes in the app. Today is you Date night dinner at Atrio at 8:30, just down the street. The kids are expected at the Parador’s restaurant at 8:00.
Day 6
Today please meet Antonio by the big ‘CACERES’ sign in the Plaza Mayor at 9:00 am. Him, and the driver, will take you for a tour of the Dehesas. You will get to learn about Iberico pigs and visit traditional Jamon drying factories, tastings included. For lunch, as part of the tour, you will stop at Montanchez.
The day concludes with dinner reservations at El 13 de Anton, a six minute walk from the hotel, for 8:00 pm. There’s burgers on the menu here, in case the kids crave familiar food.
Day 7
On your last day with Antonio, you will have a tour of Merida where you will be visiting the theatre, the amphitheater, and other amazing Roman sights. This is going to be an educational and interesting day for your kids. The tour will end in front of De Tripas Corazon, where you have a lunch reservation for 1:30.
After lunch, you can visit other sights and the museum for which Antonio will provide tickets before he leaves. You will then drive to Zafra (50 mins) where you chose Casa Palacio Conde de la Corte for two nights. Your dinner is arranged at Meraki, a 3-minute walk from the hotel, for 7:30 pm.
Day 8
According to your Spain travel itinerary, today you will have some free time in the morning to enjoy the warm weather, poolside at the hotel. You have not reserved any restaurant for lunch today so you can take a stroll around the town and select the best one for a meal.
After your lunch, you will meet Lucia along with a driver at the hotel for a bike tour of Dehesas for 3:30 pm. They will provide you with bikes, helmets, and water bottles. Along the way you will visit an old iron mine, an ancient citadel, a menhir, remains of dolmen, a chapel and many other places. It’s a great opportunity to see wildlife and enjoy the beautiful natural surroundings.
Coming back to Zafra you have a dinner reservation at La Rebotica for 8:30 pm.
Day 9
At 10:00am with your guide Lucia, you will embark on a tour of an artisanal cheese-making factory where you will learn about the process and also have a taste of their products. You will be back from the tour by lunchtime and have a meal at a restaurant of your choice just like yesterday. You are free to explore the town of Zafra on your own after lunch and then head to Parador’s restaurant for dinner.
Day 10
Head to the car rental office by cab and drive to Seville (1.5 hrs) where you will stay at La Casa del Poeta Hotel. As per your plan, you can explore Barrio de Santa Cruz in the morning, and then head for your lunch reservation at La Bartola for 1:00 pm.
After lunch at 2:00pm, you will meet your guide Delia for a tour of Seville. Her services are not paid for (details in the app) so you will have to pay the balance when you meet her.
For dinner, you will head to Bodeguita de Romero, a 9 minute walk from the hotel, for your reservation at 6:30 pm.
Day 11
Today you will meet your guide Delia at 9:00am in front of the hotel for three-hour tour of Casas Palacios in Seville.
Your lunch is arranged for 1:30 pm at Pasaje Santa Maria La Sal. Afterwards, enjoy a Guadalquivir boat tour and stroll around Plaza de Espana.
At 7:30 pm you will be attending a private cooking class for dinner where you each get to make your own paella Valenciana.
Day 12
You and your family will meet your guide Delia and a driver at 10:00 am for a visit to an olive grove. You will enjoy a tasty lunch that also includes a tasting of olive oils paired with various cheeses and wine.
You’ll return to your hotel with plenty of time to freshen up and get ready for your Flamenco show scheduled at Tablao Alvarez Quintero for 7 in the evening. Afterwards, you have a dinner reservation at Vinerias San Talmo, which is 4 minutes walking distance from your hotel, for 8:30 pm.
Day 13
Today you will travel back to Madrid via train, departing at 9:40 am from the Santa Justa station and arriving at the Atocha station in Madrid at 12:30. Here you will be picked up and escorted to Hotel RC Carlton Madrid. Train tickets are in your app.
You chose to keep the rest of the day free, so you can stay and enjoy the amenities of the hotel or, if you want, take a stroll around the Reina Sofia Museum or Botanical Gardens, which are a short walking distance from the hotel.
Your final dinner reservation of the trip is at La Malontina for 7:00 pm.
Day 14
You will check out of the hotel early in the morning, and at 6:00 am. Your airport transfer will be waiting for you to take you to the airport.
Your Spain travel itinerary comes to an end here. We hope you have a safe trip back home.
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Client Testimonials
Perfectly planned trip for the family. Teresa not only took the stress out of planning, she also made it easy for us to navigate each day during the trip itself! Highly recommend!
~ D. Carrico
Experience the detailed planning and deep local knowledge that goes into every custom I Spy Spain travel itinerary. Get in touch today, and we’ll make your dream vacation a reality.
Southern Spain has plenty of things to offer, and all these choices can make planning an itinerary challenging. How do you know where to start and if it’s worth visiting certain places? Allow us to eliminate the guesswork from planning your South of Spain itinerary!
At I Spy Spain, we leverage our deep knowledge and experience of this wonderful region to help you create the perfect Spain travel itinerary. As your travel planner, we carefully curate a trip tailored to your unique requirements, drawing on our extensive experience. If you’re unsure where to begin or simply seeking inspiration, our team will present a range of options — from renowned destinations to lesser-known gems. We’ll also recommend activities that not only enrich your travel experience but also provide opportunities to support the local economy.
Why visit Southern Spain?
Southern Spain is a perennial favourite for travellers, and for a good reason! The region boasts stunning weather, particularly during the shoulder seasons of March-May and autumn. But no matter when you dream of visiting, we can help you craft the perfect Southern Spain trip itinerary filled with the most captivating activities for the season.
For history enthusiasts, Southern Spain is an absolute treasure trove. Discover awe-inspiring monuments, iconic masterpieces, and a wealth of historical attractions! Explore World Heritage sites like the Royal Alcazar in Seville and the Alhambra in Granada.
Not sure which cities to include? We’ll guide you every step of the way, planning an itinerary that allows for comfortable and convenient day trips between each enchanting destination.
Do you want to squeeze Portugal into your itinerary?
South Spain is a great base for visiting Portugal. At I Spy Spain, we can create a personalized Spain and Portugal itinerary that is feasible and economical for the number of days you plan to travel. Contact us so we can start planning your trip right away! We’ll curate a travel plan that matches your travel style and interests.
What makes the perfect Spain travel itinerary? At I Spy Spain, we think it starts with understanding what matters most to you — and that’s why every itinerary we create is customized around your travel style, interests, and pace.
Whether you’re drawn to food, history, art, or nature, we take the time to learn your preferences — including your dietary needs and must-see places. The result is a personalized trip that feels balanced and worth every moment.
Need help making your Southern Spain trip itinerary? Start here at I Spy Spain. We’ll help you pick places and experiences that allow you to discover the region’s charm while immersing yourself in its amazing culture.
We can even include Portugal in your travel plans if you have more time to spare! Our Spain and Portugal itinerary immerses you in the Iberian Peninsula’s beauty. You can count on our ability to recommend the best times to visit, foodie spots, and optimum routes to make your holiday worthwhile!
Planning a budget-friendly itinerary for southern Spain
Are you planning to explore Spain without overspending? We can help you build an affordable and memorable South of Spain itinerary!
Andalusia in particular blends history with vibrant culture and striking landscapes — and of course, some of the best food in Spain. But with so much to take in, you might not know where to begin. Don’t worry— we will design your Spain travel itinerary around your interests to help you make the most of your time.
While the towns are often walkable, public transport between them can be limited (especially along the coast). We can set up a private vehicle and driver so you can travel comfortably and on your own schedule. With your own transport, your Southern Spain trip itinerary becomes much more flexible — you can stay where it’s worth it, even if you’re only passing through for the day.
Whether you’re hiking through the Picos de Europa or exploring the coastline of Galicia, southern Spain delivers an authentic experience without the crowds or high costs. And if you’ve got extra time, we can also help build a combined Spain and Portugal itinerary tailored to your schedule and travel goals to Spain!
