What's On

Number of results:

  1. People swimming in the sea watching the boats sailing, Cowes Week, event, what's on

    Add Cowes Week to your Itinerary

    Cowes Week

    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.

  2. Isle of Wight, Live Music, Classical, Osborne Proms, Osborne House, East Cowes

    Add Osborne Proms to your Itinerary

    Osborne Proms

    EAST COWES

    Osborne Proms ‘25, an unforgettable summer evening of classical music, invites music enthusiasts to the historic grounds of Osborne House on the Isle of Wight.

    On Saturday, 26th July 2025, the Bournemouth Symphony Orchestra will perform a…

  3. Spitfire flying, Cowes Classics Day, event, what's on, Isle of Wight

    Add Cowes Classics Day to your Itinerary

    Cowes Classics Day

    Cowes

    On Sunday 1st June, Cowes Classics Day, organised by the Royal London Yacht Club as part of Cowes Classics Regatta, Isle of Wight residents and visitors will be able to enjoy a free display of 60 vintage cars and classic boats meeting the owners,…

  4. Isle of Wight, Things to do, Festivals, Wight Proms, Logo

    Add The Wight Proms to your Itinerary

    The Wight Proms

    WEST COWES

    “Giovanni Pernice, Fascinating Aida, Wynne Evans and Lee Mead to Headline the Wight Proms Festival 2025”

    The Wight Proms Festival has just announced its 2025 artiste line-up

    Tickets go on sale this Friday 4th April

    This year for the…

  5. Yachts passing the Needles in the Round the Island Race, Isle of Wight, What's On - Image credit: Paul Wyeth

    Add Round the Island Race to your Itinerary

    Round the Island Race

    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…

  6. Isle of Wight, Things to do, fun Quiz, Portland Inn, Gurnard, COWES.

    Add Fun Quiz Sunday Night to your Itinerary

    Fun Quiz Sunday Night

    Gurnard

    Fun General Knowledge quiz every other Sunday starting at 7PM
    Win £££ and prizes

  7. Cowes Fringe logo, Isle of Wight, music, art, events, what's on

    Add Cowes Fringe to your Itinerary

    Cowes Fringe

    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…

  8. Cowes Film Club logo, film at Trinity Theatre, Isle of Wight, what's on, event

    Add The Critic - Cowes Film Club to your Itinerary

    The Critic - Cowes Film Club

    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…

  9. Isle of Wight, Things to Do, Live Music, Black Cat Blues Club, The Anchor in Cowes, Open Mic Blues Club

    Add Black Cat Blues Club - Live Music to your Itinerary

    Black Cat Blues Club - Live 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…

  10. Daisy Coulam at the 2017 Isle of Wight Literary Festival, event, what's on, Cowes - copyright: Christine Taylor

    Add Isle of Wight Literary Festival to your Itinerary

    Isle of Wight Literary Festival

    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…

  11. Families with their dogs at Isle of Wight Dog Festival, what's on, event

    Add Isle of Wight Dog Festival to your Itinerary

    Isle of Wight Dog 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,…

  12. Group of people sailing a yacht on the Solent, Isle of Wight, What's On, Cowes Classics Regatta - Copyright: Tim Jeffreys

    Add Cowes Classics Regatta to your Itinerary

    Cowes Classics Regatta

    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…

  13. Isle of Wight, Things to do, Sailing during Cowes Week, Salty Sailing, Crew

    Add Sail in Cowes Week 2025 to your Itinerary

    Sail in Cowes Week 2025

    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…

  14. Isle of Wight, Things to do, Portland Inn, Cowes, Friendship Afternoon, Community

    Add FRIENDSHIP DAY AT THE PORTLAND to your Itinerary

    FRIENDSHIP DAY AT THE PORTLAND

    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

Loading..Loading..Loading..

like, follow, share....join in!

My Planner0

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

To build your own Itinerary, click Add to Excursion to add an item to your Itinerary basket.