Boss your Isle of Wight Stag Planning

It's fair to say this awesome little island knows how to party. It also boasts some of the biggest and best watersport activities that the UK has to offer, making it a prime location for the groom's big weekend away. Avoid the planning faff and book your Isle of Wight stag weekend today with the help of StagWeb!

The Stag Do Masterplan


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Head off on an unforgettable weekend you and the boys will be talking about for years to come!


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Isle of Wight packages
Isle of Wight Stag Review
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| 20/04/2022 -
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8 Best Isle of Wight Stag Do Ideas

  1. Mountain Biking - Saddle up and hit our epic countryside bike bourses.
  2. Coasteering - An adrenaline-pumping combo of swimming, climbing, cliff jumping and more!
  3. Sailing - Set sail for an afternoon of white-knuckle action as you learn the ropes of sailing.
  4. Surfing - Surfs up, dudes! Grab a board and hit the waters as you carve up the coast.
  5. Kayaking - Take on the white waters of Mother Nature in a wet and wild stag challenge.
  6. Golf - Throw some sporting competition into the mix with as crown the stag golfing champ!
  7. Deep Sea Fishing - Fire out to sea to land the catch of the day in this once in a lifetime activity.
  8. Windsurfing - Crank surfing up to new levels by harnessing the power of the wind!

Action Stations!

Host to not one but two legendary rock festivals, the I.O.W has played host to party legends such as Keith Moon, Brian Jones, Jimmy Hendrix and Brian Wilson (The Beach Boys party monster!). If it's good enough for them it certainly wins the StagWeb seal of approval and it's one of our favourite party spots on the South Coast.
The fantastic coastland is ideal for full on stag action such as Cliff Jumping, Coasteering, Kayaking, Paragliding, Whitewater Ribbing and more...

Best Bars in Isle of Wight

Oh boy oh boy, it’s pub heaven here on this often sleepy island. You know the adventure is there, though, and after a hilarious day indulging in adrenaline activities, we reckon you’ll need a drink.

It only takes an hour to drive around the island, and with roughly 120 pubs you could do 2 pubs a minute. You could (designated driver dependent). But, we’d recommend taking your sweet time exploring the awesome amount of traditional pubs in your town of choice.

A pint by the sea sounds drool-worthy, and there’s plenty of bars to check out down the many high streets, too, if you fancy a glass of fizz to cheers to on this mega I.O.W send-off. In summer there’s simply nowhere better. Grab a bench with the boys and settle in for a night of quality booze time.

Where to Head...


Cowes is possibly the island's most famous town but there are plenty of great bars and clubs dotted around the coastline in the various towns. Newport has some great bars but you simply can't go to the island without hopping on a bus at some point and in your best John Lennon voice asking for a "Ticket to Ryde", no really, bus drivers never get bored of hearing that one over and over and over again.

Must see...

While the Wight does have some great buildings, if you're looking to get out and about it really is all about the sea views. There are some stunning places to take a stroll and refresh those hangovers. But leave no man behind, make sure you give the heavy sleepers an early morning glassful (cold water works best) to get them up and out. Hiring a bike for the morning and getting off road is a great way to get about.

Pub Trivia

The hovercraft was invented on the Isle of Wight.
The Enfield rifle is also another of the island's most famous inventions.
100 electric cars were produced on the island in 1969, the technology was similar to that used by car manufacturers today.
Charles I was imprisoned on the isle prior to losing his head in 1648.

In 1970 Jimmy Hendrix played to an estimated 600,000 crowd at the Isle of Wight festival.

On Ya Bike! Getting Around Isle of Wight

The Isle of Wight is accessible by ferry from both Portsmouth and Southampton. Once on the Island you can get a ticket to Ryde and the rest of the island with bus being the main public transport with some rail stations. Smartcards are available allowing unlimited travel.
If you are looking to get out and explore StagWeb recommend pedal power as the roads are much quieter than the UK mainland (although be wary of coaches and wayward day tripping drivers). Wight Cycle Hire offer a great, affordable service and you can book bikes online.

Why an Isle of Wight stag do?

The Isle of Wight is host to numerous sporting celebrations and festivals throughout the year including the internationally acclaimed Cowes Week, so it's no surprise that it's fast becoming the new capital of extreme sports! Whether it's the phenomenal array of water-based activities that floats your boat (oh yes), or a leisurely Llama Trek, we've got it all here at StagWeb. We're committed to your enjoyment and can guarantee first class service, support and value from the start. Send in an enquiry and brief us today!

The island has over 60 miles of unspoilt scenery and as such, a huge range of fantastic outdoor activities to keep the boys busy all weekend on the Isle of Wight stag do. Mix these first rate activities with wild, stunning surroundings and you've got a recipe for stag success.

If you fancy mixing in a bit of sightseeing with fantastic activities on your Isle of Wight stag do, see Carisbrooke Castle, St Catherine's Lighthouse and Osborne House. Bring out your inner child and visit the fantastically detailed model village or even take a walk or two around the headland, drinking in the stunning coastline - it's perfect for blowing away any groggy mornings! There are tons of terrific things to get busy with here on the island, so check out our activities and guarantee the boys an unforgettable time.

Learn the Lingo
There's loads of weird and wonderful phrasing going on all across the Isle of Wight. Why not learn a few before you leave and fit right in with the locals.

Nammet - Lunch. Might need a big one of these before a night out.
Grockle - An old person. Why not bring your own grackle along?
Mallyshag - A caterpillar. No sniggering, folks.
Birds nests - Doughnuts. We're not kidding.
Gurt - Big. You'll recognise this if you're from the south west.
Overner - You're all overners here, meaning natives to the mainland.
Nipper - A young, party loving lad.

What's going on...

The Isle of Wight has a lot going for it, but undoubtedly entertains a slower pace of life. By all means, chill out and watch the world go by, but it's well worth having a few activities prepared to keep everybody happy and entertained on your Isle of Wight stag do.

This island has so many options - you can hit the surf on a wakeboard, sail a boat or even charter a yacht, or there's paragliding, coasteering and cliff jumping for all you thrill seekers out there. We also offer more traditional activities such as paintballing, clay pigeon shooting and golfing. In the meantime, there's plenty to see and do on your Isle of Wight stag do.

Where to hang out...

Newport is the island's main shopping area and is home to a large retail park, rich with restaurants. Ryde, the largest town, is a more traditional Victorian seaside spot with beautiful, sandy beaches, a pier and everything you'd usually expect from a beachside resort, like fish and chips and a cold beer. East Cowes is well worth a visit for a look in on Queen Victoria's past residence, Osborne House, as well as historic Norris Castle.

Take a trip to Sandown for two 18-hole golf courses and enjoy sweeping bays on Vetnor. Famous Blackgang Chine is also well worth a visit - it's the world's oldest theme park which falls further and further into the sea every year! Bizarre and just a little bit creepy.

When to visit

The Isle of Wight is a beautiful spot for a visit at any time of the year, but during the warmer summer months, things are certainly more happening and nothing beats catching a few rays on the island's sandy beaches of a lazy afternoon. The massive Isle of Wight festival comes to visit annually in early June and always welcomes big names such as Paul McCartney, Jay Z, The Sex Pistols, Coldplay and many others you'll recognise.

Getting to the Isle of Wight

Yes, the Isle of Wight is indeed an island separate from the rest of the UK, but luckily it's situated only 5 miles off the Hampshire coast, so getting there is simple. The best option is to hop on a hovercraft from Southsea in Portsmouth, which should take about 10 minutes.

IoW wonga

As one of the UK's most treasured holiday destinations since Victorian times, it's hardly surprising that prices can be a little bit steep in more touristy seaside areas, so steer clear of overpriced cafes and gifts. In recent years, the Isle of Wight has developed somewhat of a more glamorous edge since its hugely popular music festivals landed in the early 00s, so you can expect to find some far swankier restaurants and bars dotted around. When you book with StagWeb however, be sure to add on a couple of our fantastic activities to ensure a guaranteed good time, as well as great value for money.

Travelling abroad? Stay informed.

For information on staying safe and healthy while travelling abroad as well as local laws and latest government advice on destinations visit the FCDO Travel Aware website.
For travel insurance advice also see our Groupia guide.

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