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What to do on the Isle of Wight - Sailing, boat trips and trains

Information on this page is now out of date - please see VisitIOW website for up-to-date information on the Isle of Wight

CO32 Experience


Contessa 32 Experience shares the hands-on pleasure of sailing a world-renowned classic yacht. Our sailing guests range from novices wishing to try the exhilaration of sailing, to experienced sailors seeking a unique opportunity to charter this iconic design.

Offering a specialised small-group chartering service committed to the enjoyment of sailing a Contessa 32, for single day experiences, weekends, longer adventures or training. Competitively priced and including all safety equipment and onboard refreshments. Contessa 32 Experience is based in the delightful sailing centre of Cowes, Isle of Wight, but can collect groups from anywhere within the Solent area by arrangement.

Experiences include:

Cycle & sail experience

Solent Sailing one-day cruise

Half-day cruise experience

Needles & Alum Bay one-day cruise

Solent explorer one-day cruise

Evening cruise experience

Needles Pleasure Cruises, Alum Bay

Pleasure cruises

Boat trips from Alum Bay on the west tip of the Isle of Wight viewing the famous Needles Rocks and Lighthouse.  Operating from Easter until 1st November,  starting 10.30 daily.

A 20 Minute slow cruise or a 15 minute fast trip to view the Needles Rocks and Lighthouse, coloured sands of Alum Bay, dramatic caulk cliff face and the surrounding coastal features.

No booking required for group sizes less than 20

Two Elements, Cowes for RIB RIDES

Kitesurfing, Rib charter, SUP rental, Mountain bike hire

​Two Elements offers adventures on the Isle of Wight, all with detailed trips and exploring opportunities. 

  • Mountain bike hire: by the day, includes delivery

  • Stand up paddle board rental: by the day, includes delivery

  • Kitesurfing: taster session, 1/2/3 day lesson

  • RIB charters and day trips: private or commercial charter, bare boat or skippered, by half or full day

  • Boat, SUP, bike exploration: by boat to Newtown Creek, SUP exploration of creek, by boat to the Needles, on to Yarmouth, buy your own lunch in Yarmouth, boat on to Freshwater, bike exploration of area, boat back to Cowes

Isle of Wight Steam Railway, Havenstreet

Steam railway

Take a Ride behind one of our vintage steam locomotives for a special journey back in time. Breathe in the evocative smells of a real steam railway, while your eyes and ears thrill to the puffing and hissing of the steam engine. Settle back in beautifully restored Victorian and Edwardian carriages and enjoy a unique view of some of the Island’s unspoilt countryside ... or hop off at one of our stations and just watch the trains go by!


The railway runs five miles from Smallbrook Junction through Ashey and Havenstreet to Wootton, stopping at all stations along the way - your train ticket is valid for unlimited travel on the day of ticket issue, so please ride as much as you wish! You can stay on the train for the complete trip or break your journey at the station of your choice.

  • Footplate experiences vouchers available

  • Train Story Discovery Centre 

  • Museum in the former Haven Street gasworks retort house

  • Fully licensed refreshment rooms 

  • T-Junction Refreshment kiosk

  • Minghellas Ice Cream parlour

  • Shop selling toys, books, games, souvenirs, used-books, history books, DVDs and an extensive range of railway model products 

  • Regular event days including: real ale train, motor show, heritage goods days, circus, victorian weekend, steam show, Morris Minor rally, carver nights, cider & cheese weekend, beer & buses, halloween fright night, Christmas carver night and Santa specials.

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