Explore Our Upcoming Trips

Courtside Escapes Spain 2026/2027

Madrid • Barcelona  • Toledo • Tarragona • Valencia • Morella •  Benicàssim

Choose Your Escape

We take a max of 8 guests per trip, because a real escape isn't something you can deliver to a crowd. Small groups, genuine connection, an experience built around you.

1 Week

Fall Escape in España

Single Occupancy

$5,350 per person

Double Occupancy

$4,600 per person

1 Week

Spring Break Escape

Single Occupancy

$5,350 per person

Double Occupancy

$4,600 per person

1 Week

Barcelona Open & Mediterranean Escape

Single Occupancy

$5,750 per person

Double Occupancy

$4,950 per person

9 Days

Madrid Open & Mediterranean Escape

Single Occupancy

$6,200 per person

Double Occupancy

$5,200 per person

1 Week

The Padel Escape

Single Occupancy

$5,350 per person

Double Occupancy

$4,600 per person

10 Days

The Grand España Escape

Single Occupancy

$5,950 per person

Double Occupancy

$4,950 per person

Testimonials

 

Trip of a lifetime! Roadtripping Catalonia-style! Alejandro and Jasper are a great team. They beautifully melded racket sports, food, and exploration into an unforgettable experience. They meticulously curated each day so that we could do Spain the right way. All we had to do was wake up, and they took it from there. Even if you’re hesitant about the rigors of tennis everyday, Alejandro and Jasper will tailor the experience to fit your gameplay. From a paella cooking class to the historic ruins of Morella castle, this trip is a must for those who love to travel and be immersed in new cultures. We did the June trip, and the weather could not have been better: 70s/80s and sunny everyday. Straight from the red clay to the beach! Recommend highly! 5/5

~ Anya & Parker

 

What a trip!! Never having been to Spain before I wasn’t sure what to expect. The idea of playing tennis on the red clay or starting the day on the padel court was enough of a draw for me. Now add day trips, sun rise yoga, a paella cooking class (with the best sangria ever), tours of the magnificent castles, an underground cave and add Alajandro & Jasper!! It was so much more. They were attentive, informative, great on the courts with drills and play and were great fun! This was a wonderful trip in a beautiful country!

~ Gary

Private Escapes

Your Group,
Your Dates

Have your own group of friends or family and want a private escape on different dates? We’ll craft a bespoke Courtside experience just for you.

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