Thu - Sun

14

To

17

Aug

Portland Big Weekend 2025

Get ready for a big weekend of fun and frolics afloat at Portland from Thursday 14th to Sunday 17th August. With events such as the Portland Marina Local Market with live music from Weymouth's Rock Choir, activities with Adventure 4 All and the Andrew Simpson Center, the famous inflatables race and live music from That Brit Pop Band!! Stay tuned for more information.

Fri

15

Aug

ASC Zest Taster Session - Portland Big Weekend '25

Have you always wanted to have a go dinghy sailing in Portland Harbour? Well now's your chance! Book on for a Zest taster session run by the Andrew Simpson Center. Participants must be 8 years or older and able to swim. Each boat will have two participants onboard and there will be a safety boat with an Andrew Simpson Centre instructor ready to assist. All proceeds go to our chosen charities, the Ellen MacArthur Cancer Trust and Portland Bill NCI. Proudly sponsored by Sippi - Agena Group.

Fri

15

Aug

ASC Keelboat Sailing Taster Session - Portland Big Weekend '25

Come and have a go sailing on a keelboat with the Andrew Simpson Center! Participants must be over 8 years old and able to swim. There will be a member of staff on a safety boat around to assist and give guidance and tuition. Boats will have a maximum of 4 people. All proceeds go to our chosen charities, Ellen MacArthur Cancer Trust and Portland Bill NCI. Proudly sponsored by Sippi - Agena Group.

Fri

15

Aug

Q+A with the Bumbling Sailor - Portland Big Weekend '25

Finish your Friday afternoon off with a chat from the Bumbling Sailor. In a pastime Tery was a stand-up comdian and he may or may not be bringing it back to life for one time only for Portland Big Weekend. Have your questions at the ready for the Bumbling Sailor Q+A. 

Fri

15

Aug

Portland Panto - Portland Big Weekend '25

Think Mermaids. Think Pirates. Think Lilo & Stitch... All brought to life by real mermaids and slightly pretend pirates! 🧜‍♀️🏴‍☠️✨ This is not just a show — it's a splash of magic you have to see to believe. Join us for a one-of-a-kind adventure that dives deep into fun!

Sat

16

Aug

A4A Kayak Taster Session - Portland Big Weekend '25

Come and paddle around Portland Harbour with Adventure 4 All in the Kayak Taster Session. Participants must be above 8 years old and be able to swim. All proceed going to our chosen charities, the Ellen MacArthur Cancer Trust and Portland Bill NCI. Proudly sponsored by Sippi - Agena Group.

Sat

16

Aug

A4A Mega Sup Madness - Portland Big Weekend '25

Join Adventure 4 All in Mega SUP Madness. There will be 8 people per paddleboard and participants must be 8 years old or above and be able to swim! All proceeds go to our chosen charities, the Ellen MacArthur Cancer Trust and Portland Bill NCI. Proudly sponsored by Sippi - Agena Group.

Sat - Wed

16

Aug

To

16

Jul

A4A Stand Up Paddleboard Taster Session - Portland Big Weekend '25

Join in out on the water with a Stand Up Paddleboard taster session run bu Adventure 4 All. All participants must be 8 years old or over and able to swim. All proceeds go to our chosen charities, the Ellen MacArthur Cancer Trust and Portland Bill NCI. Proudly sponsored by Sippi - Agena Group.

Sat

16

Aug

Portland Local Market - Portland Big Weekend '25

For one day only we are hosting a Portland Marina Local Market! Come along for food, art, gifts, jewellery and live music by Weymouth Rock Choir at 12pm! For a list of stall vendors, see more detail.

Sat

16

Aug

Saturday Live Music - Portland Big Weekend '25

On Saturday night we have a host of musicians playing up on the balcony at Rock (weather depending!)! 5pm - 6pm - Rob Davis 6:20pm - 7:20pm - TBC 7:30pm -7:45pm - Charity Auction 8:00pm - 10pm - That Brit Pop Band

Sat

16

Aug

Habour Tours with Coastline Cruises - Portland Big Weekend '25

Learn about the naval history of one of the largest man-made harbours in the world, used during both World Wars and thriving with wildlife, there is plenty to see on the Coastline cruises harbour tour! 

Sun

17

Aug

Revive Sunday Sauna Session - Portland Big Weekend '25

Chill out and relax in a floating sauna right on the marina pontoons! The capacity of the sauna is 6 people at a time and all proceeds go to our chosen charities, the Ellen MacArthur Cancer Trust and Portland Bill NCI. Proudly sponsored by Sippi - Agena Group.

Fri

26

Sep

MacMillan Coffee Morning

Join us for a cuppa and a slice of something sweet—all in support of Macmillan Cancer Support. Whether you're a cake baker or just a cake lover, your presence will help raise vital funds for people living with cancer.

Sat

11

Oct

Portland Pups Doggy Gathering

Calling all dog lovers and their four-legged friends! Join us for a tail-wagging good time at the Portland Pups Dog Gathering. It’s the perfect chance to meet fellow pup parents, let your dogs socialize, and enjoy a pawsome day out together. There’ll be treats, toys, and plenty of wagging tails—don’t miss out on the fun! All friendly, leashed dogs welcome. Stay tuned for more detail regarding activities on the day.