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Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.
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to add an item to your Itinerary basket.

Number of results: 32
, currently showing 1 to 20.
Walking
Islandwide
Isle of Wight Walking Festival Walk this way! The Isle of Wight Walking Festival, sponsored by Outdooractive, will return in Autumn (3 - 11 October 2026).
An event for keen hikers, relaxed wanderers, and curious explorers alike, the Isle of…
Boat Trip
Totland Bay
Enjoy a leisurely or high-speed cruise to see the Needles Rocks and Lighthouse from the sea.
Sports Ground
Ryde
Motorsport for the young, old, and everyone in-between on the Isle of Wight: all-weather, outdoor, go kart racing for 8yrs Up.
Adventure Park / Playground
RYDE
A unique, unusual adventure activity that takes you into the canopy of a mature oak tree.
Led by experienced instructors, it's a fabulous experience to share with friends and family.
Family Fun & Activities
SHANKLIN
Rediscover the Great British seaside at one of the Isle of Wights most popular seaside destinations: Shanklin Seafront. A place where tradition meets modernity, and the timeless charm of the coast continues to capture the hearts of locals and…
Bed & Breakfast
Freshwater Bay
Welcome to The Bay Boutique Bed & Breakfast Our refurbished Victorian property, in the heart of Freshwater Bay, is located just a few minutes walk from the beach and borders footpaths and cycle routes in an Isle of Wight National Landscape…
Festival
Cowes
Festival experience on the Isle of Wight The Isle of Wight is set to welcome one of the UK’s most exciting lifestyle festivals as Joyride Festival arrives from 11 June to 13 June 2027. The festival blends cycling, wellness, music and dining into a…
Activity Organiser
ISLANDWIDE
We can create a package to suit your requirements with golf, accommodation and ferry crossings included. For sample packages, please visit www.isleofwightgolfingbreaks.com COURSES: * Freshwater Bay Golf Club * Osborne Golf Club * Shanklin & Sandown…
Health & Wellbeing
Godshill
Join Janice Champion yoga teacher and Aurelien Farjon designer & artist for this intimate 3 night weekend yoga and painting retreat at the beautiful Godshill Park Farm. This is a true break to rest, restore and renew your energy, nourish your soul…
Golf Course
RYDE
Members Golf course that welcomes visitors all year round. Food and drink available through out the day.
Golf Course
LAKE
This County Championship course is justly recognised for its natural Heathland beauty, spectacular views and challenging qualities.
Self-Catering
Newport
Our modern and bright self-catering accommodation is set across a range of cottages, a Victorian Dairy barn conversion, a detached modern ranch style-bungalow and gated safari camp, we have been awarded 4* Rosette awarded by Visit England for our…
Special Interest
VARIOUS
With over 10 years experience guiding on the Island, Isle of Wight Guided Tours offers bespoke higher end tours of between 1 – 5 days (this can occasionally be extended). We normally work with groups of no more than 15 people. Our tours are…
Free Event
Yarmouth
Join the Wight Nature Fund Biosphere Day on the 5th July at Yarmouth Community Centre. The day will celebrate nature and the community, while showcasing the Isle of Wight's status as a UNESCO Biosphere.
There will be a variety of activities…
Cycling
Islandwide
The Isle of Wight Randonnee is a 100km non-competitive round the island cycle ride.
Horse Riding
Newport
At Island Riding Centre we offer a range of riding activities for all ages and abilities – the perfect place to saddle up. If you are learning to ride or an experienced horse rider, we have escapes and short riding breaks with or without your horse…
Health & Wellbeing
Ventnor
Mel delivers Sound Baths and across the Isle of Wight, and 1:1 Sound Therapy at her treatment space in Ventnor.
Golf Course
SHANKLIN
Located in Summer Arcade, this new and vibrant addition to Shanklin Seafront is a must visit on any trip to the Isle of Wight. Get ready for a whirlwind of fun at Caddyshack.
Walking Tour
Islandwide
Discover Wight offers immersive, illuminating and illustrated Isle of Wight guided tours and walks.
Golf Course
RYDE
Westridge Golf Centre is the No1 place on the Isle of Wight to get into golf.
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