Bespoke Short Escapes Designed Around Culture, Style, and Ease
Luxury city breaks offer the perfect balance of inspiration and escape. Thoughtfully curated and beautifully paced, they allow you to experience the culture, cuisine, and character of a destination—without the stress of overplanning or rushed itineraries.
At Thoughtful Travel, we design bespoke luxury city breaks for discerning travellers who value depth, comfort, and authenticity. Whether you’re seeking a long weekend in Europe or a refined cultural escape further afield, every detail is tailored to how you want to travel.
A luxury city break goes beyond sightseeing. It is a carefully designed short trip that immerses you in the rhythm of a city while prioritising ease, elegance, and meaningful experiences.
Unlike traditional city trips, luxury city breaks focus on quality over quantity—allowing time for discovery, spontaneity, and enjoyment.
Your city break may include:
From Paris and Florence to Marrakech, Lisbon, and beyond, luxury city breaks allow you to experience a destination with confidence and ease.
We design bespoke city breaks across Europe and beyond, including:
If you’re seeking a refined, effortless escape that fits beautifully into a busy life, a luxury city break may be exactly what you need.
Contact us to begin designing your bespoke city break—crafted with care, clarity, and exceptional detail.

Combine daily yoga and surf therapy on the unspoiled Atlantic coast, with organic cuisine and forest hikes for holistic rejuvenation.

Restore yourself through slow food, local wines, meditation, and peaceful countryside walks—an elegant return to simplicity.

Discover inner quiet with guided silence, breathwork, and emotional release in a boutique wellness sanctuary.
Let’s talk about your vision. Whether you're planning a solo journey, group retreat, or corporate wellness escape, we're here to help.
Tailor your holiday to suit your personal preferences.
Discover your passions and explore them at your own pace.
Choose the accommodation style that best fits your needs.
Craft the ideal trip with guidance from our expert advisors.
Benefit from specialists with first-hand experience in their regions, either through extensive travel or residence.
Enjoy seamless planning as the same expert manages your trip from beginning to end.
Optimize your time and budget for a truly enriching experience
We partner with trusted local suppliers, ensuring authentic, on-the-ground expertise to enrich your travel experience.
Supporting local businesses helps to strengthen the economy and preserve the cultural heritage of the regions you visit.
By working with locals, we offer unique, immersive experiences that provide deeper connections to the destination.
ATOL offers financial protection that protects your holiday package
We are a Protected Trust Services member meaning your money is fully protected from the moment you book to the minute you arrive home.
IATA accreditation means we are part of a globally recognized network of travel professionals.
Sarah M - London
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Thoughtful Travel is a trading style of Number Fifteen Travel Limited, a company registered in England and Wales (company number 15872480) York Place, Worcester WR1 1DR