Weymouth Bank Holiday Sailing Adventure

A sailing trip to the beautiful seaside town of Weymouth with 3 full days of sailing over the late May bank holiday weekend.

We start our sailing adventure from Port Hamble, near Southampton, and sail down Southampton Water to the Solent, then West across the top of the Isle of Wight, passing the Needles to head along the South coast towards Poole bay. 

From Poole bay we round Old Harry rocks and then we pass Swanage on the famous Jurassic Coast as we sail towards our first overnight port of call, Weymouth; now famous as the home of UK Olympic sailing. As we journey up the river Wey to reach Weymouth marina we pass through the attractive town harbour and, if we arrive in time, under the road bridge, which will lift especially for us.

This is a long day at sea, but we'll be hoping to arrive in time for a meal out in one of Weymouth's welcoming pubs or restaurants, and then we spend the night on board our yacht, before setting off again the next morning.

Day two gives us a chance to recover as we sail a relatively short leg from Weymouth to Poole, again passing around Old Harry rocks and then along the Studland beaches to reach Poole Harbour. 

Day three we work our way Eastwards across Christchurch bay and back into the Solent through the Needles channel, before heading back up Southampton Water and returning to Port Hamble. 

Important, please note:

Sailing to Weymouth in a single day requires long hours at sea and sufficient wind. This may not be possible, or may be too much of an ordeal. If the wind is insufficient (or too strong!), or if any of the crew get seasick, it may restrict our capability to sail long passages. So there is no absolute guarantee that we will make it to Weymouth. 

Depending on winds and tides there may be as much as 12 or even more hours sailing in one or more legs of this trip. To achieve this there will need to be early starts and possibly late arrivals at the ports of call. 

While I will aim for arrivals in time to attend a local pub or restaurant for our evening meal this can not be guaranteed. This is a sailing trip, with the emphasis on sailing, and is not a gentle holiday. The exact route and ports of call may be varied at the discretion of the Skipper, due to weather conditions. You need to be prepared to 'go with the flow'. Please bear this in mind before putting a Yes RSVP down for the trip.

One advantage of the above is that this trip may well include some night sailing for your log books!

Itinerary Summary 

Friday. 7.00pm Meet at Port Hamble marina, stow luggage on the yacht, then go for an evening meal in a nearby pub or restaurant.

Saturday. Sailing in the Solent and the English Channel to Weymouth. In the evening we will berth the yacht for the night in Weymouth marina and go for a meal in the town.

Sunday. Sailing from Weymouth to Poole Harbour. Evening meal in Poole and overnight in a Poole marina.  

Monday. Return sailing trip from Poole to Port Hamble. At around 4.30pm we will be back at Port Hamble to refuel and then hand over the yacht.

Our Yacht

The yacht is a 37 foot Oceanis with MCA safety coding for 8 people. It has an asymmetric spinnaker. Accommodation on board is in shared double cabins or a saloon berth.  You'll need to bring a sleeping bag, and a pillow if you want one.

There will be a maximum of 7 people on board including myself as Skipper, Everyone will have the opportunity, to take part in the sailing, whether helming, sail setting or simply spotting lobster pots! For those with more experience who want to practice their sail trimming or navigation skills that's fine too.


The price of the sailing trip is £190 for 3 days sailing and 3 nights on board.

To cover the cost of on-board food and drink, yacht fuel and marina fees, you'll need to make a payment at the end of the trip. This is expected to be about 30 to 40 pounds per person.

Upfront and Open notes

By joining this trip you accept that the Skipper has the final decision on activities and the itinerary, with safety of crew and the yacht in mind. 

This is a shared costs venture, so there is no commercial liability or public liability on the part of myself as Skipper or on the part of any crew member. You take part at your own risk and if you wish to have insurance cover it is your own responsibility to arrange it. 

By joining this trip you accept shared responsibility for the yacht, and you will need to provide a damage deposit of £250 by cheque or bank payment. Please don't let this put you off, as the damage deposit will not be touched except in the unlikely event that we damage the yacht or its fittings. Any damage cost charged will be equally shared amongst the trip attendees regardless of the cause.

The Meetup ® event host is an occasional event-host and not a professional organiser (as such term is defined under The Package Travel, Package Holidays and Package Tours Regulations 1992); accordingly this event shall not be construed as a “package tour” or "package holiday".

The weekend will go ahead provided that we have a minimum of 7 crew. If it has to be cancelled due to insufficient people or cancellation by the charter company you will be refunded in full for all monies paid.

This trip is also advertised on other sailing meetup groups, so some crew members may be from those.