Isle of Wight holidays 2026 Guide: Festive Greetings & Early Booking Tips

Isle of Wight holidays 2026

As the frost settles over the Needles and the festive lights twinkle in villages from Bembridge to Freshwater, the team at The Island Holiday Company wants to wish you a very Merry Christmas and a prosperous New Year.

2025 has been an incredible year for Island tourism, and we are so grateful to the guests and property owners who made it happen. Whether you spent your summer on the sandy shores of Sandown or enjoyed an autumn hike along the coastal paths, thank you for choosing us for your Island escape.


Why Plan Your Isle of Wight Holiday for 2026 Now?

While we’re currently enjoying the festive season, the best holiday cottages for 2026 are already beginning to fill up. The Isle of Wight remains one of the UK’s most popular staycation destinations, and booking early is the best way to secure your dream location.


What’s New for 2026?

We are constantly expanding our portfolio to offer the best variety of accommodation on the Island. When you browse our 2026 listings, you’ll find:

  • New Luxury Properties: High-end finishes and stunning vistas.
  • Dog-Friendly Stays: Because a family holiday isn’t complete without your four-legged friends.
  • Prime Locations: From secluded countryside retreats to vibrant village coastal cottages.
  • Exclusive Perks: We continue to offer our famous discounted ferry travel to make your journey even smoother.
  • Exciting new experiences, including Yhangry food experiences, TEMPLESPA products, and Local Produce Welcome Hampers to make your holiday extra special
Isle of Wight holidays 2026

Property Owner? If you own a holiday home and want to join a trusted local agency that puts the Island first, we’d love to chat. Contact our local team here.


The Benefits of Booking Direct

In 2026, savvy travellers are moving away from giant booking platforms and returning to local experts. Booking directly with The Island Holiday Company ensures:

Best Price Guarantee                No hidden third-party service fees.

Ferry Discounts                         Significant savings on Wightlink and Red Funnel routes.

Local Expertise                          Need a restaurant recommendation? We live here!

Secure Booking                         A safe, easy-to-use online platform.


How to Secure Your 2026 Dates

Don’t wait for the January rush. To get the best choice of dates, especially for the Isle of Wight Festival, Cowes Week, or the school summer holidays, follow these simple steps:

  1. Visit: www.theislandholidaycompany.co.uk
  2. Browse: Filter by “Dog Friendly,” “Sea View,” “Hot Tubs,” or “Large Groups.”
  3. Book: Secure your stay with a deposit and start the countdown to 2026!

Join Our Community

Keep an eye on our social media throughout the coming year. We’ll be running exclusive competitions and giveaways to celebrate the launch of our new 2026 properties!


Book Your Isle of Wight holidays 2026 today

Website: www.theislandholidaycompany.co.uk
Telephone: 01983 632236

From all of us at The Island Holiday Company, thank you for choosing us in 2025. We look forward to welcoming you back to the Isle of Wight in 2026.

Isle of Wight holidays 2026