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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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Number of results: 19
Family
East Cowes
Get creative with master builders and help bring heritage to life with LEGO® bricks.
Step into royal history and join English Heritage to recreate Osborne's charming Swiss Cottage in brick form. Once you've worked your magic, watch as our…
Sporting Event
WEST COWES
Since 1826 Cowes Week has played a key part in the British sporting summer calendar and is one of the UK's longest running and most successful sporting events.
Literature
COWES
A popular annual event in the Isle of Wight calendar, the Isle of Wight Literary Festival will be held between the 9th and 12th October 2025 at Northwood House, Cowes. The festival will once again be providing a varied and exciting programme with…
Free Event
Cowes
On Sunday 1st June, Cowes Classics Day (free event), part of the renowned Cowes Classics Regatta, it promises to enthral all those with an interest in classic cars and boats. A display of 50+ classic and interesting cars will be on The Parade. There…
Festival
Cowes
This dynamic fringe event in this part of the Isle of Wight will deliver an explosion of art and culture through performances and workshops. Hosted in unique venues throughout the town in Cowes, Cowes Fringe guarantees a memorable weekend…
Sporting Event
WEST COWES
The annual Round the Island Race, organised by the Island Sailing Club, is a one-day yacht race around the Isle of Wight. The race regularly attracts over 1,000 boats and thousands of sailors, making it one of the largest yacht races in the world…
Water Based Activities
Cowes
Celebrating its 18th year, Cowes Classics Regatta is all about racing traditional yachts on the water and enjoying fabulous social events ashore.
Over 150 boats will be sailing varied courses set in the Solent including Metre boats, Classic…
Exhibition
Cowes
An expo to celebrate all things weddings and events!
A fun filled weekend with live performances, stage shows, advice sessions and more!
WedFest is for anyone and everyone that wants to have a fun filled weekend! Maybe you're planning a…
Water Based Activities
Cowes
UKSA's popular Spring Camps are an action-packed programme of activities designed for children of all abilities, who are looking to get out onto the water, learn new skills, make new friends, and have some fun.
Activities can include dinghy…
Sporting Event
Cowes
For only £255pp Per Day you can get in and amongst the action with Salty Sailing. Jostling for a position on the start line we race around the Solent playing the tides and having a great time!
Experience yacht racing on a boat with no shouting…
Community
Gurnard, COWES
A great day planned, everyone welcome
12.30 for Fish & chips followed by fun quiz and bingo session .
Finish the afternoon with Tea & Cakes
Festival
Cowes
The Island's premier dog show takes place in 2025!
There's so much to see and do this year we've had to add a day! With three show rings, dozens of classes, games, activities, food, camping, bars, live entertainment, stalls and so much more,…
Music
COWES
The popular blues open mic where a full back line is provided - open to all ages and abilities. Come and play some blues!
From 4pm to 7pm every 2nd Sunday in the Month.
09 March 2025
13 April 2025
11 May 2025
08 June…
Competition / Game
Gurnard
Fun General Knowledge quiz every other Sunday starting at 7PM
Win £££ and prizes
Music
Cowes
The WedFest Party Night!
Are you ready to party with us? Check out the best of the island's entertainment all in one place on one night!
Raising money from the ticket sales for The Hampshire and Isle of Wight Air Ambulance. Operation…
Film
Cowes
Enjoy the film, Untouchable, at Trinity Theatre that will deliver one of the funniest, most honest and touching films ever made.
The script shows the beautiful and honest friendship between a wealthy quadriplegic (François Cluzet) and his…
Film
Cowes
The Critic is an enjoyable and engaging watch and will be shown at Trinity Theatre.
The film is about Jimmy Erskine, The Critic, who is the most feared and famous theatre critic in 1930s London.
If you like quality British cinema with…
Water Based Activities
Cowes
UK Sailing Academy (UKSA) runs regular watersports fun days for 8-15 year olds. Ideal for getting out on the water and enjoying a variety of different fun water and land-based activities, suitable for all abilities. Activities can include dinghy…
Water Based Activities
Cowes
UK Sailing Academy's (UKSA) accredited Dinghy Start course is designed for complete beginners and is ideal for children (8-15 years old).
The syllabus is taught with a ratio of (6:1) students to instructor and covers the following: * Stage 1 –…
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