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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…
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.
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.
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…
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.
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…
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…
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…
Health & Wellbeing
Ventnor
Mel delivers sound baths across the Isle of Wight, and 121 sound therapy at her treatment space in Ventnor.
Golf Course
LAKE
This County Championship course is justly recognised for its natural Heathland beauty, spectacular views and challenging qualities.
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.
Cycling
Islandwide
The Isle of Wight Randonnee is a non-competitive cycle ride established by the Wayfarers in 1985.
Leisure / Swimming Pool
FRESHWATER
The West Wight Sports and Community Centre offers a range of activities including Swimming pools, sports hall (which can be used for football, badminton, basketball etc.), gym, café and over 50 adult fitness classes every week. We also provide…
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.
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.
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…
Sports Ground
RYDE
Ryde Superbowl has 16 lanes of Tenpin Bowling, fully licensed Pavilion Bar & Grill, state of the art amusements and pool table.
LaserQuest at Ryde Superbowl – The ultimate sci-fi action-adventure game for ages 6+. We have packages of 1, 2 or 3…
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…
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…
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