Wednesday, January 20
Arrival to Madrid
Transfer in Madrid
Your driver will be waiting for you at the arrivals hall with a signboard
Private Mercedes Sedan transfer to Hotel provided by Tailored Spain

JANUARY 20–25, 2027
Art, flamenco, and evenings together.
This personalized five-day stay in Madrid combines art, history, gastronomy, and authentic cultural experiences, designed to make your first visit to Spain memorable as you celebrate Jill's 50th birthday. Highlights include an art and history walking tour of Madrid, a private excursion to Toledo to discover its fascinating Jewish heritage, and a Madrid food tour showcasing the city's cultural traditions. The itinerary also includes an evening of flamenco, offering an introduction to one of Spain's most iconic cultural traditions, with time to explore Madrid at your own pace throughout your stay.
Wednesday, January 20
Transfer in Madrid
Your driver will be waiting for you at the arrivals hall with a signboard
Private Mercedes Sedan transfer to Hotel provided by Tailored Spain
Thursday, January 21
Friday, January 22 · 10:00 AM - 2:00 PM
Visit the Prado Museum and the Old Quarter of Madrid
Meet your art historian at hotel lobby and start to discover Madrid under its different historical periods.
Walk through the Madrid of the Habsburgs (Madrid de los Austrias). The reign of the Spanish Austrian-Habsburg dynasty, which ruled from 1516 up to 1700, signified the beginning of a peak artistic period that fashioned a beautiful and popular area of the city. The Austrian-Habsburg dynasty transformed Madrid into what is known today as the city’s historical center, where edifices evoking memories of an imperial Spain, representative of the largest empire known on Earth (stretching from the Americas far beyond the Netherlands), are found. In their honor, this “old” area of the Spanish capital is known as “Madrid de los Austrias”.
Visit the Prado Museum. This gallery in Madrid has the most complete collection of Spanish paintings from 11th-18th centuries, and numerous masterpieces by great universal artists such as El Greco, Velázquez, Goya, Bosch, Titian, Van Dyck and Rembrandt. The quality and variety of its collection makes the Prado one of the world's best-endowed museums. It combines a first-class collection of Spanish paintings, the most important works of the Flemish and Italian schools, and various fine examples of the German, French and English schools. It is home to numerous masterpieces of universal art such as Las Meninas by Velázquez, the two Majas by Goya, Nobleman with his hand on his chest by El Greco, the Garden of Delights by Bosch, and The Three Graces by Rubens, among other priceless pieces.
Although the museum was created to house primarily works of paintings and sculptures, it also contains major collections of drawings, engravings, coins and medals, as well as items of clothing and decorative art.
Included in the experience:
Balance of day at leisure
Friday evening · January 22
Getting there
Transfer to Corral de la Morería on your own (easily by taxi)
Flamenco Performance
1 Drink included with the show
Returning to your hotel
Return to hotel on your own (easily by taxi)
Saturday, January 23 · 9:00 AM - 2:30 PM
Transfer provided by Tailored Spain to Toledo
Your driver will be waiting for you outside the main entrance of the hotel
Toledo is one of the Spanish cities with the greatest wealth of monuments. Known as the “city of the three cultures”, because Christians, Arabs and Jews lived together there for centuries, behind its walls Toledo preserves an artistic and cultural legacy in the form of churches, palaces, fortresses, mosques and synagogues. This great diversity of artistic styles makes the old quarter of the capital of Castile La Mancha a real open-air museum, which has led to it being declared a World Heritage Site.
Arrival to Toledo and meet your local expert guide at "Puerta de Bisagra"
Guided Tour to Toledo
Visit the Cathedral, Jewish Quarter, Santa Maria la Blanca Synagogue and Santo Tome Church
Start with a panoramic walking tour of the old quarters, and visit the Plaza del Ayuntamiento to see the magnificent façade of the Primate Cathedral of Saint Mary, the old Palace of Justice, and Toledo City Hall. Continue through the former Jewish Quarter, wandering the narrow streets to the Church of St. Tomé, location of El Greco’s famous painting, “The Burial of Count Orgaz.” Visit the old Synagogue of Sta. Maria la Blanca, which remains as a symbol of the co-existence of Toledo’s “3 Cultures.” Marvel at the Monastery of San Juan de los Reyes, built by the Catholic Monarchs in the 15th century.
The Synagogue of El Transito and the Sephardic Museum are closed on Mondays
Included in the experience:
Transfer provided by Tailored Spain back to Madrid
Arrival to Madrid
Rest of day at leisure
Sunday, January 24
Your host will be waiting for you at hotel lobby
Transfer with your guide by car to explore the neighborhood and discover its hidden tapas gems
The best way to experience a true night out like a local! Dive into Madrid’s trendiest neighborhood to tuck into iconic tapas, enjoy a Spanish wine tasting, and discover the stories of Madrid’s modern history as you explore its hidden tapas gems.
Highlights:
Included in the experience:
Rest of day at leisure
Monday, January 25
Your driver will be waiting for you outside the main entrance of the hotel
Private Mercedes VAN transfer to Madrid Airport provided by Tailored Spain
Take departure flight / Flight details TBA
End of Tailored Spain Services
Travel dates: January 20th, 2027 - January 25th, 2027
N. pax: 2
Date of quotation: Thursday October 29th, 2026
Booking Reference: TSFI104844
Tailored Spain - Portugal Agent: Jose Antonio Ballesteros
Please note that both this quote and the relative VIP Spain Experience is merely informative as all the services included will not be confirmed until the time of the booking – hotels are merely proposed at this stage and space has not been blocked. Availability and prices cannot be guaranteed until the trip is booked. For last minute confirmations, we will do our upmost to confirm all the arrangements as per the itinerary but variations to the program may be required.
All our prices are in Euros and include VAT. We reserve the right to increase or decrease our prices at any time until the cost of your chosen holiday has been confirmed and the deposit is received.
By accepting this quote, you agree to our Terms & Conditions
The purchase of any travel services offered by Tailored Spain, constitutes a contractual arrangement between you and Tailored Spain, and represents your acceptance of Tailored Spain´s Terms & Conditions set out herein. Please ensure that you read carefully and understand these Terms & Conditions prior to booking. Under the license number CICMA 3142 “Tailored Spain” complies with legal, financial and insurance requirements under Spanish law and travel agency regulations.
Bookings will be confirmed once the deposit or full payment has been made and we receive our Agency & Client booking confirmation form signed. No services will be booked until we receive payment.
Tailored Spain reserves the right to notify you of any increase in price before accepting your booking.
30% of the total cost of the trip is requested as deposit in order to secure services (unless otherwise specified). All services should be fully prepaid 30 days prior to arrival. If you confirm a booking within 30 days of arrival to Spain, we require full payment to secure the booking. Tailored Spain will consider on a case-by-case basis, other arrangements that may be required.
Payment can be made by Flywire, credit card or wire transfer. Tailored Spain accepts the following credit cards: American Express, Visa and MasterCard. You will not be charged for any credit card fees or supplements when paid via credit card.
For any special requests, please inform us in writing when booking is made. We are happy to pass your special requests on to the hotel, airline or other supplier but we cannot guarantee that it will be accommodated, however we will do our best given sufficient time of notice. Unless and until specifically confirmed, all special requests are subject to availability.
Fuel prices are volatile, and many airlines are charging fuel supplements, often at short notice. The price of your travel arrangements can be varied due to changes in transportation costs such as fuel including the cost of fuel, dues, taxes, fees chargeable for services such as landing taxes or embarkation or disembarkation fees at ports and airports, exchange rates, scheduled airfares and any other airline costs changes which are part of the contract between airlines (and their agents) and the tour operators, meaning that the price of your travel arrangements may change after you have booked. Government actions such as changes in VAT or any other government-imposed changes and currency changes in relation to an exchange rate variation may also vary the price after you have booked.
Full bookings can be cancelled at any time, but in order to cancel a booking, you must communicate the cancellation in writing to Tailored Spain. Postponing or rescheduling a trip is considered on a case-by-case basis and is not guaranteed. Your notice of cancellation will only be effective upon receipt by us of such notification.
All cancellations and no-shows are subject to the following non-refundable cancellation charges (these conditions do not apply to groups):
100% cancellation fees will be applied in case of cancellation of pre-purchased entrance tickets, soccer or bullfight tickets, temporary exhibits & train, ferry or plane tickets. No refund for unused portions of the trip, cancellations made after the trip has begun or early departures for any reason.
Accommodation reservations (hotels & apartments) and airline tickets are subject to the properties and carriers’ refund policies.
These cancellation charges apply to all bookings, except when a booking includes items or services where our suppliers have their own cancellation charges and are higher than the ones mentioned above. In this case, we will use our supplier’s cancellation policy. Please enquire at the time of booking as sometimes up to 100% cancellation fees may apply.
In the event of cancellation by some party members, the cancellation charges mentioned in this section will apply and shall be calculated on the full cost of your trip. The trip cost will vary accordingly and will incur additional costs for the remaining travelers.
Cancellation of one or more services booked through Tailored Spain will have the following non-refundable cancellation charges:
100% cancellation fees will be applied in case of cancellation of pre-purchased entrance tickets, soccer or bullfight tickets, temporary exhibits & train, ferry or plane tickets. No refund for unused portions of the trip, cancellations made after the trip has begun or early departures for any reason.
Accommodation reservations (hotels & apartments) and airline tickets are subject to the properties and carriers’ refund policies.
These cancellation charges apply to all bookings, except when a booking includes items or services where our suppliers have their own cancellation charges and are higher than the ones mentioned above. In this case, we will use our supplier’s cancellation policy. Please enquire at the time of booking as sometimes up to 100% cancellation fees may apply.
If you wish to change your booking once it is confirmed, you must notify us in writing as soon as possible. A non-refundable amendment fee per person may be charged to cover administrative costs corresponding to making the changes (can be up to 100 Euros per person). If this is the case, you will be notified once we receive your request of change in a booking.
We can’t guarantee that changes can be met, although we will do our best to assist. All variations will be subject to availability. In the event we can meet your requested change, you shall pay any applicable rate changes or extra costs incurred by Tailored Spain and any costs or charges incurred or imposed by any of our suppliers. Certain arrangements, in particular sums paid for accommodations, entrance fees, flights, train tickets & certain suppliers, may not be amended after they have been confirmed and any alteration or cancellation could incur a charge of up to 100% of that part of the arrangements.
You understand and agree that some suppliers or travel costs are non-refundable as soon as they are booked.
In the event that we are unable to assist with making a requested change, and you do not wish to proceed with the original booking we will treat this as a cancellation by you and the conditions mentioned in the Cancellation Policy will apply based on the anticipation to the departure date.
We start planning trips months in advance. Occasionally, we have to make changes to and/or correct errors in the documentation we provide both before and after bookings have been confirmed. Whilst we always endeavor to avoid changes and cancellations, there may be times we need to do so.
If Tailored Spain has to make a change i.e., guide, driver change, switching a tour, etc., this is not unusual in Spain. In the event of any changes to the agreed services prior to departure we will make every effort to offer a suitable alternative. Most changes are minor, and we will inform you with as much advance warning as possible. If these alterations are unacceptable, you may cancel that part of your booking that relates to the alteration and receive a full refund for that part of the booking, which shall constitute a full settlement. There will be no further refunds or compensations.
20 days prior to the traveler arrival to Spain, the final trip documentation will be sent via email. At Tailored Spain we supply very comprehensive documentation to our clients:
Day to Day Itinerary
List of confirmed services (tours, visits, classes, excursions, transfers) including all contact information
List of hotels, contact details and arrival information.
Car rental vouchers and rental information
PDF Train tickets
Flight reservation numbers within Spain
Suggested bars, restaurants in each city
It is also the client’s responsibility to ensure that all of the details on your travel documents are correct and to bring to our attention any errors or discrepancies immediately. Your travel documents are valuable, and it is your responsibility to safeguard these at all times, we are not responsible for any loss, theft or damage to your travel documents.
It is the client’s sole responsibility to ensure that they have a valid passport and/or visa (if applicable) and that you meet all necessary entry requirements of the country or countries you will be visiting, as well as those for your return home. These requirements vary by country and nationality and may be subject to change without notice. Check with the appropriate embassy(ies)/consulate(s) in your country of residence, and/or your airlines, for official confirmation of these.
It is important that you check all your travel documents when you receive them. In the event of any discrepancy, you should contact Tailored Spain right away.
Approximately 20 days before departure you or your travel agent will receive all the detail information concerning your Holiday Plan. Please ensure that you check the names and timings carefully and contact us immediately if you have any queries.
You are responsible for checking-in for flights at the correct time and for presenting yourself to take up all pre-booked components of your holiday. Tailored Spain cannot accept responsibility for clients missing flights as a result of late check-ins and no credit or refunds will be given if you fail to take up any component of your holiday. No credit or refunds will be given for lost, mislaid, or destroyed travel documents.
Regarding baggage, note that each airline has specific rules and requirements in regards to baggage size, weight, and even design. It is your responsibility to make sure that your luggage fits the airlines standards. You may be charged a fee if your baggage exceeds size and weight. Different rules apply to smaller planes and helicopters
Walking tours will commence rain or shine. Tailored Spain is not responsible if your flight or train arrives late, therefore making you late to your tour. The guide is reserved for the time slot you have and is not obligated to extend the tour from when you begin due to a late start. We will, however, do our best to accommodate but we cannot promise that the guide is not committed for another visit following your tour. Participant is responsible for arriving to the tour on time. Tailored Spain accepts responsibility for ensuring that all we say is included on the tour and is fulfilled by our service providers.
We use all reasonable efforts to try and ensure that the vacations offered by us are properly arranged and that the suppliers of the services in the holiday maintain reasonable standards. We accept responsibility to take reasonable care in the organizational aspects of the holiday, but we are not liable and cannot be held responsible for actions of property owners, organizers of activities, providers of transport or any other suppliers involved in your holiday. We are specifically not liable for events outside our reasonable control or if there has been no default or neglect by us and in no event shall we be liable for any special, indirect, or consequential loss, including loss of profit. This limitation does not apply to fatal or other personal injury resulting from our negligence or that of our employees.
Transportation Responsibility: Trains and planes that are reserved by Tailored Spain for our clients. Tailored Spain is not responsible for a late arrivals, cancellations, reschedules, or train or flights delays for any reason including weather.
Except where otherwise expressly stated in these terms & conditions, we nor our suppliers cannot accept responsibility for any loss, damage, or expense during your trip due to failure to read information supplied by Tailored Spain Force Majeure: We cannot accept liability or pay compensation where the performance of our contractual obligations is prevented or affected by "force majeure", causing delays, extending the holiday or if it compels a change in the holiday arrangements. In these Booking Conditions, "force majeure" means any event we or the supplier of the service(s) in question could not, even with all due care, foresee or avoid. Such events may include war or threat or war, riots, civil strife, terrorist activity, industrial dispute, natural disaster, adverse weather conditions, fire, and all similar events outside our and our supplier’s control.
If you are unable to travel due to a force majeure situation, then we will not apply our standard cancellation policy stated in this agreement and will provide a credit to reschedule your trip. This credit will not include any costs for non-refundable services in the trip such as flights, trains, pre-purchased entrance tickets and others. These amounts will be deducted from the credit we offer.
In no case will personal traveler circumstances be understood as force majeure and, therefore, no amount will be reimbursed when the cancellation of the trip is due to circumstances that cannot be attributed to the agency or to an event of force majeure. In addition to the non-refund, the penalties established in the Terms & Conditions will be charged.
We do not expect and certainly do not want dissatisfied customers, but in the event that you are not entirely satisfied with the service offered, you should notify any complaint to our office as soon as possible so that we can try to deal with the problem and get it resolved. Most problems can be dealt with quickly. If the problem cannot be resolved during the holiday period, you should contact us in writing within 14 days of returning from holiday and we will use all reasonable efforts to resolve the matter.
Passport & Visas: It is suggested that ALL participants, regardless of the passport they hold, check with the appropriate consulates to determine if any visas are required. The possession of required and valid documents is the sole responsibility of the traveler.
Travel Insurance: We strongly recommend you purchase comprehensive travel insurance in the event you have to cancel or discontinue your trip.
For transfers to airports/train stations & ports, we consider a maximum of a 30min delay. If there are delays beyond this waiting time, extras will be charged.
For delays with luggage, please advise Tailored Spain to advise you are waiting for your luggage.
If you miss your flight and there is time to reschedule your transfer, we will charge no extra cost. If there is no time to reschedule, an extra transfer will be charged.
Once you have arrived at the airport/train station/port, collect your luggage and make your way through customs and into the arrivals’ area, where your driver will be waiting for you with a signboard.
Drivers cannot enter the customs area.
Tipping in Spain is totally at will. It is certainly not a legal requirement. Below are some recommended tipping guides in case you have been happy with the services provided:
Your guided tours/visits will mainly start at the hotel where you are booked. Please meet your local expert guide at the scheduled hour. If by any chance the meeting point is not the hotel, then we would let you know the meeting point in advance.
Drivers will be waiting outside the main entrance of the hotel for tours and day excursions. Your driver will be booked for the hours you have confirmed. If there are any extra hours incurred, drivers need to be paid overtime for those extra hours and this will be at your own expense. Note that drivers are not porters.
These conditions and terms of contract and all matters arising therefrom are subject to Spanish Law and to the exclusive jurisdiction of the Spanish courts.
Your next unforgettable experience
begins here
Tailored Experiences Sl. info@tailoredspain.com +34 911 460 580 www.tailoredspain.com Av. de Europa, 34D, 2º A Madrid, 28023, Spain. C.I.C.MA. 3142 CIF: B87207957