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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.
Boat Trip
Totland Bay
Enjoy a leisurely or high-speed cruise to see the Needles Rocks and Lighthouse from the sea.
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…
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.
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…
Sporting Events
Freshwater
Explore our island through running Dramatic cliffs, beautiful coves, a stately home, a world famous pop festival site… the Isle of Wight Festival of Running boasts an unparalleled location!
Full programme of running events The Isle of Wight…
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…
Walking Tour
Islandwide
Discover Wight offers immersive, illuminating and illustrated Isle of Wight guided tours and walks.
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…
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…
Sports Activities
Colwell Road, Freshwater
Discover SupDog at Colwell Bay, where paddleboard and kayak hire offers an easy way to explore sheltered waters, stunning coastal scenery and unforgettable Isle of Wight sunsets, perfect for all abilities.
Golf Course
RYDE
Members Golf course that welcomes visitors all year round. Food and drink available through out the day.
Golf Course
RYDE
Westridge Golf Centre is the No1 place on the Isle of Wight to get into golf.
Adventure Park / Playground
SANDOWN
A whole days fun in one! Lost world adventure golf. Magic Island fantasy and fun. Superbowl, dodgems, snake slide, amusements, cafes, bars and whole lot more.
Sailing
WEST COWES
UKSA enjoys a 4-acre, waterfront location in Cowes on the sunny Isle of Wight and is the perfect location for residential and non-residential sailing, watersports and team building for students aged 6 years and over.
Through their multi-activity…
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.
Cycling
Islandwide
The Isle of Wight Randonnee is a 100km non-competitive round the island cycle ride.
Golf Course
VENTNOR
Affordable Golf, on the course with the views.
Golf Course
LAKE
This County Championship course is justly recognised for its natural Heathland beauty, spectacular views and challenging qualities.
Leisure / Swimming Pool
RYDE
Waterside Pool is situated next to the boating lake and the Ryde Esplanade Beach in Ryde on the Isle of Wight. We are open all year round, seven days a week and have activities for all ages and abilities.
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