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Discover one of England’s most enchanting Christmas destinations with a festive day trip to Winchester, the historic former capital of England. Step aboard one of our modern, comfortable coaches and enjoy a relaxing journey as we take you to this beautiful cathedral city, filled with seasonal charm and old-world character.
Once we arrive, you’ll have plenty of time to explore at your own pace. Wander through the historic streets lined with independent shops and high-street favourites, perfect for picking up gifts, decorations, or a little something for yourself. Don’t miss the stunning Winchester Cathedral, whose majestic grounds provide the backdrop for one of the most picturesque Christmas settings in the country.
Take time to enjoy a festive treat or two — whether it’s mulled wine, roasted chestnuts or a cosy lunch in one of the city’s traditional cafés or pubs. Winchester’s combination of history, atmosphere and seasonal sparkle makes it the perfect Christmas day out for all ages.
✨ This trip is part of our Flex Travel “Weekday Saver” series, offering incredible midweek value for those travelling during the week. Avoid the weekend crowds, enjoy a more relaxed pace, and make the most of your money while still experiencing Flex Travel’s award-winning comfort and service.
At Flex Travel, we’re passionate about making your journey as enjoyable as your destination. From the moment you book to the day you travel, we’re here to make everything smooth, simple, and stress-free. Our modern, comfortable coaches and friendly, professional team ensure your experience is relaxing, safe, and memorable – wherever your adventure takes you.
🚌 07:30 – 08:30 | Local Pick-ups
Start your festive day with convenient morning pick-ups from locations across the Isle of Wight — sit back, relax, and let us handle the travel.
⛴️ 09:00 | Ferry Crossing – East Cowes → Southampton
Enjoy a smooth morning sailing to the mainland before boarding your comfortable coach for the short journey to the historic city of Winchester.
🏛️ 10:30 (approx.) | Arrive in Winchester
Arrive in the heart of this beautiful cathedral city, filled with Christmas lights and festive cheer. Spend the day exploring Winchester’s charming streets, independent shops, and high-street favourites — and be sure to visit the stunning Cathedral, which provides a spectacular backdrop to the city’s seasonal celebrations.
🎁 16:45 | Depart Winchester
After a day of shopping, sightseeing, and soaking up the festive atmosphere, rejoin your coach for the journey back to the ferry.
⛴️ 19:30 | Ferry Crossing – Southampton → East Cowes
Relax on your evening crossing and enjoy the view of the lights along the Solent as your festive day comes to an end.
🏠 Evening | Return to Drop-off Points
Arrive back on the Isle of Wight later in the evening — full of festive spirit and Christmas memories!
