10 Best Tours and Trips in Toledo in 2026/2027 - Compare Prices

Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Best of Spain

4.5

(86 reviews )

No booking fees

Best price guaranteed

Fantastic!!! All cities that we visited were great!!!!!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Madrid, Valencia, Santander, Sev

Madrid, Valencia, Santander, Seville, Toledo, San Sebastian, Pamplona, Barcelona, Granada, Costa del Sol

Duration15 days

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Great Iberian Cities

4.6

(63 reviews )

No booking fees

Best price guaranteed

Travel with a enjoyable group of ppl and our tour director was very knowledgeable and work well with all of us

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Lisbon, Seville, Madrid, Barcelo

Lisbon, Seville, Madrid, Barcelona, Toledo

Duration9 days

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Madrid To Andalusia, Self-drive

Trip customizable

Best price guaranteed

Madrid To Andalusia, Self-drive tour invites you to embark on a journey through Spain’s most storied regions. Over seven days, travel from Madrid to Seville, Granada, and Cordoba, delving into the rich tapestry of Roman, Moorish, and Christian heritage. This relaxed, private trip is ideal for seniors or those who appreciate a leisurely exploration of iconic palaces, churches, mosques, and vibrant city streets. With accommodations, vehicle rental, and meals included, your focus stays on discovery and enjoyment. The defining highlight of this tour package is its immersive approach—offering a seamless blend of world-class art, architecture, and history in the comfort of a self-guided adventure.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Madrid, Toledo, Cordoba, Granada

Madrid, Toledo, Cordoba, Granada, Seville

Duration7 days

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Classical Extremadura, Self-drive

Trip customizable

Best price guaranteed

Dive into Spain’s storied heartland with the 'Classical Extremadura, Self-drive' tour—a six-day private trip beginning and ending in Madrid. Tailored for easy exploration, this art and architecture journey invites travelers to uncover Roman ruins, medieval towns, and the cradles of Spanish conquistadors. From Madrid’s grandeur to the timeless streets of Toledo and Cáceres, you’ll visit temples, basilicas, monasteries, and more. Art lovers will appreciate the blend of classical and contemporary masterpieces on display. The relaxed pace and self-drive format mean you set your own rhythm, making the journey as leisurely or immersive as you desire. This tour’s unique selling point is its focus on Spain’s less-traveled regions, revealing hidden gems and deep history in every stop. With all logistics arranged, you’re free to let Spain’s culture and landscapes win your heart.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Madrid, Toledo, Cáceres‎, Jarandilla De La Vera

Duration6 days

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Soul Of Spain, Self-drive

Trip customizable

Best price guaranteed

Journey deep into the heart of Spain enjoying the privilege to visit the mesmerising historic regions of Castile. Discover ancient Roman ruins, timeless medieval towns and historic cities. Visit temples, churches, cathedrals, basilicas and monasteries along the ancient Silver Way and admire Spanish art from classical times to the contemporary ones. Explore the birthplaces of Spain’s conquistadors and admire the old-world elegance of Spain’s most prestigious seat of learning. Spain will conquer your heart at every turn during this memorable eight-day self-drive tour.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Madrid, Toledo, Salamanca, Segovia

Duration8 days

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Heart Of Spain, Self-drive

Trip customizable

Best price guaranteed

Journey into the heart of Spain, exploring the historic regions of Castile and Extremadura, during a memorable 9-day self-drive tour. Discover ancient Roman ruins, timeless medieval towns, and historic cities. Visit temples, churches, cathedrals, basilicas, and monasteries along the ancient Silver Way and admire Spanish art from classical times to the contemporary. Explore the cradles from which Spain’s conquistadors set off to colonise the new world and behold the old world elegance of Spain’s most prestigious seat of learning. Spain will conquer your heart every day of this fascinating round-trip starting and ending in Madrid.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Madrid, Toledo, Cáceres‎, Salama

Madrid, Toledo, Cáceres‎, Salamanca, Segovia

Duration9 days

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Undiscovered Castilla, Self-drive

Trip customizable

Best price guaranteed

Undiscovered Castilla, Self-drive reveals the historic heart of Spain on a five-day private journey beginning and ending in Madrid. Travel at your own pace through Segovia and Toledo, exploring Roman ruins, medieval towns, and magnificent cathedrals. This relaxed trip is perfect for those who cherish cultural depth and flexibility. Stay in carefully chosen hotels, enjoy scenic drives, and savor Spanish art from classical to modern times. The standout feature of this tour package is its focus on the lesser-known treasures of Castilla, offering a fresh perspective on Spain’s enduring legacy for curious travelers.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Madrid, Toledo, Segovia

Duration5 days

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The Charms Of Spain And Portugal (multi Country)

Trip customizable

Best price guaranteed

Step into history on The Charms of Spain and Portugal, an 11-day art and architecture trip crafted especially for seniors. Beginning and ending in Madrid, this guided tour whisks you through the ancient ruins of Salamanca, the romantic streets of Lisbon, and the vibrant cityscape of Porto. Explore magnificent temples, cathedrals, and monasteries, uncovering stories of peaceful coexistence among Arabs, Christians, and Jews. The standout feature of this journey is its deep focus on the regions’ shared heritage and architectural marvels, offering an enriching exploration of Iberia’s timeless legacy.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, german

Destinations

Madrid, Salamanca, Porto, Lisbon

Madrid, Salamanca, Porto, Lisbon, Toledo

Duration10 days

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Madrid & World Heritage Cities, Self-drive

Trip customizable

Best price guaranteed

History buffs and explorers will relish the Madrid & World Heritage Cities, Self-drive trip. This relaxed seven-day art and architecture tour lets you chart your own course through Spain’s cultural heartland, visiting Madrid, Avila, Salamanca, and more. Walk among Roman ruins, medieval walls, and iconic cathedrals, and immerse yourself in the harmonious blend of Christian, Jewish, and Arab heritage. The self-drive format grants the freedom to linger where you wish, making each day uniquely yours. The highlight: unhurried exploration of Spain’s UNESCO World Heritage cities at your own pace.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Madrid, Avila, Salamanca, Cácere

Madrid, Avila, Salamanca, Cáceres‎, Toledo

Duration7 days

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Toledo Day Trip From Madrid With Skip The Line Bracelet For Monuments Admission

No booking fees

Best price guaranteed

Imagine wandering through the storied streets of Toledo, known as the city of three cultures, on an expertly guided day trip from Madrid. This round-trip tour begins with sweeping panoramic views from El Mirador del Valle, setting the stage for a day steeped in history. Led by a knowledgeable guide, you’ll stroll Toledo’s winding lanes, learning about its unique blend of Christian, Jewish, and Muslim heritage. After a morning of discovery, enjoy ample free time to explore at your own pace, empowered by a special skip-the-line tourist bracelet. With this pass, you can access up to seven of Toledo’s most significant monuments—including Santo Tomé Church, Saint Mary Synagogue, Cristo de la Luz Mosque, Los Jesuitas Church, San Juan de los Reyes Monastery, El Salvador Church, and Doncellas Nobles College—without waiting in queues. Perfect for travelers who appreciate a mix of structured insight and independent adventure, this tour marries guided storytelling with the freedom to uncover Toledo’s treasures on your own. The unique skip-the-line bracelet is a standout feature, ensuring you get the most from your day in this UNESCO-listed city.

City sightseeing

Tour Type

Group Tour

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Madrid, Toledo

Duration7 days

View Tour

All Toledo Tours and Trips

Create a customized tour to Toledo and Spain

12 Trips in Toledo with 149 Reviews

12 Trips in Toledo with 149 Reviews

Best of Spain

Great Iberian Cities

Madrid To Andalusia, Self-drive

Classical Extremadura, Self-drive

Soul Of Spain, Self-drive

Heart Of Spain, Self-drive

Undiscovered Castilla, Self-drive

The Charms Of Spain And Portugal (multi Country)

Madrid & World Heritage Cities, Self-drive

Toledo Day Trip From Madrid With Skip The Line Bracelet For Monuments Admission

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

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All Toledo Tours and Trips

Create a customized tour to Toledo and Spain

12 Trips in Toledo with 149 Reviews

12 Trips in Toledo with 149 Reviews