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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.
To build your own Itinerary, click to add an item to your Itinerary basket.
Number of results: 104
, currently showing 81 to 100.
Sandown
Enjoy an evening of live music at Goddards Brewery on Saturday 15th November from 8-10pm with Bethan John - a talented singer-songwriter.
Expect a mix of musical styles: modern hits, classic covers, and Bethan's own material, all infused with…
Newport
Fronted by Sting look and sound-a-like Owen James and his band 'The Rozzers', 'A Tribute to Sting & The Police' is the most authentic Sting tribute in Europe. The band have performed all over the world for several years and now embark on their…
Brighstone
Join us for a wonderful Christmas wreath-making workshop in the Pearl Café this November, complete with sea views and a festive atmosphere. Choose from 3 dates.
Island florist Georgia, from Willow & Bloom, will guide you step by step to create…
Sandown
Live Music: Sam & Ollie at Goddards Brewery
Sunday 23 November | 3-5pm
Sam & Ollie perform live on Sunday 23rd November from 3-5pm. With incredible vocals and a laid-back acoustic style, they deliver a chilled mix of feel-good,…
Shanklin
Elvis tribute on the Isle of Wight Suspiciously Elvis, the UK's #1 Elvis Tribute comes to Shanklin for one night only!
Get ready to relive the glitz and glamour of Elvis Presley's iconic Las Vegas era with Suspiciously Elvis! Starring Ivor…
Branstone, Sandown
Join us for an unforgettable evening of live music with the incredibly talented Jimi Yeomans! Jimi takes to the stage with a solo performance packed full of energy, soul, and all the songs you love – from timeless classics of the '50s right through…
East Cowes
Christmas activities and festive fun at Osborne Visit Osborne this Christmas season for a barrel of laughs and festive fun!
Enjoy festive activities including storytelling and music.
Shanklin
New Fawlty Towers show The Fawlty Towers Gang are back with an hilarious new show. Join us at Luccombe Hall Hotel on 29th November for an unforgettable Fawlty Towers Comedy Dining Experience!
Food, drinks and entertainment Enjoy a…
Newport
Don't miss the chance to see football legend Neil Ruddock in an exclusive live interview and audience Q&A, hosted by the renowned Sports and Entertainment presenter Kenzie Benali, having presented live at some of the biggest competitions in global…
Niton
Following the success of our previous productions, 'Smile: A Charlie Chaplin Musical' and 'Run Rabbit Run! - A musical journey back to World War II', our next production will be 'Manners & Masquerade.
A Regency Romance set on the Isle of Wight'…
Yarmouth
Magical Christmas Woodland Village at Tapnell Farm Park Tapnell Farm Park is bringing festive cheer to families this December with Christmas at Tapnell…A Magical Winter Woodland Village that will offer a barn full of hands-on activities, festive…
Shanklin
Celebrate your Christmas with a jam packed party at the Shanklin Hotel featuring UK no1 Kylie Tribute and Party Anthems Sax, Vocalist Celena.
Doors open 19:00 hrs. Limited free parking. Sit down meal option. Rooms available for night £30.00.pp…
Ventnor
Step into the timeless elegance of The Royal Hotel this festive season, where twinkling lights, luxurious décor, and a warm welcome await.
Whether you're gathering colleagues to celebrate a successful year, planning a get-together with friends,…
Shanklin
A Night of Mystery, Murder & Mayhem! Step into a world of suspense and deception as your evening of murder and intrigue begins at 6:45 pm in The Bishops Bar, where a glass of fizz awaits. As you mingle with fellow guests, keep your wits about you,…
Newport
Together for fifty six years now, Steeleye Span changed the face of folk music forever by taking it into the world of gold discs and international tours. Now they return with Conflict, their first full studio album in over five years. All…
Ventnor
The Journey Series: Gong & Sound Baths Introducing a curated series of 4 Sound Journeys designed to let go, explore new inner landscapes, and return to yourself transformed.
The Return: Renewed and gently transformed. This session anchors…
Havenstreet
Christmas event at the Isle of Wight Steam Railway Join us for a traditional festive event for all the family at the Isle of Wight Steam Railway.
Christmas magic with Santa Specials Let the festive spirit come to life as you take a 10 mile…
Shanklin
Celebrate your Christmas with a jam packed party at the Shanklin Hotel featuring UK no1 Abba Tribute and party DJ Dave Hollidge
Doors open 19:00 hrs. Limited free parking. Sit down meal option. Rooms available for night £30.00.pp per night…
Freshwater
West Wight Chilly Hilly is back in 2025 on Sunday 14th December!
What better way to begin winter festivities than with a 10 mile run in the spectacular West Wight countryside? Taking in cliff paths, beaches, wooded glades and spectacular…
Ventnor
A Christmas Break To Remember
3 nights from £850.00 per person | 4 nights from £975.00 per person
23rd - Saturday 27th December 2025
The Royal is delighted to offer you the finest hospitality and festive entertainment, in the elegant setting of our…
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