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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: 31
, 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 Spring (9 - 17 May 2026) and Autumn (3 - 11 October 2026).
An event for keen hikers, relaxed wanderers, and curious…
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.
Adventure Park / Playground
SHANKLIN
Both the exciting 18 Hole adventure golf courses and outdoor fun park are the ideal destination family outings, group gatherings, and memorable celebrations.
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…
Horse Riding
Ryde
Nestled just outside Ryde, Fairfields Farm Riding School offers a complete equestrian experience for riders of all ages and abilities. Set across 40 acres of picturesque countryside, the school boasts two floodlit outdoor arenas, 25 stables, and…
Walking Tour
Islandwide
Discover Wight offers immersive, illuminating and illustrated Isle of Wight guided tours and walks.
Health & Wellbeing
Ventnor
Mel delivers sound baths across the Isle of Wight, and 121 sound therapy at her treatment space in Ventnor.
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…
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.
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…
Golf Course
FRESHWATER BAY
See the sea from every tee at Freshwater Bay Golf Club. The 18-hole course is one of the most spectacular courses in the UK. It's located on the downlands overlooking the English Channel.
Private Guided Tours
Islandwide
Trotting Dog is dedicated to helping you and your four-legged companion safely explore the stunning landscapes and extensive trail running network of the island. Our mission is to make the experience of running and hiking with your dog accessible,…
Golf Course
LAKE
This County Championship course is justly recognised for its natural Heathland beauty, spectacular views and challenging qualities.
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.
Cycling
Islandwide
The Isle of Wight Randonnee is a non-competitive cycle ride established by the Wayfarers in 1985.
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…
Golf Course
RYDE
Members Golf course that welcomes visitors all year round. Food and drink available through out the day.
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