Sailing Outfit Ideas – What to Wear to a Yacht Party?


When you’re getting ready for a sailing adventure, choosing the right outfit is crucial. If you’re getting onto a yacht rental, your clothes should strike a balance between looking good and being practical.


First off, it’s important, especially while sailing on a boat rental, to never ignore safety. This means putting on footwear that is appropriate for a boat surface.

  • We recommend a non-slip white-soled deck shoe, which is always a reliable option. These shoes offer the necessary grip on a boat’s slippery surfaces, keeping you steady. If you’re feeling more relaxed and carefree, you can always go barefoot.


Since yacht parties are about enjoying open waters and chilling out, it’s important to place comfort high on your list of fashion requirements.

  • We suggest wearing fabrics such as cotton or linens, as they are light and easy to wear.
  • Men’s fashion options: lightweight shorts or chinos paired with a button-down shirt or a polo.
  • Women’s fashion options: sundresses, maxi dresses, or shorts with a loose-fitting blouse.

Being outside on the water means the weather can change on a dime. Even in hot, humid weather, it’s always wise to bring along a lightweight cardigan, a sweater, or a windbreaker. If the rain starts pouring down, it’s better to have something to cover up with.

Hanlan’s Point

When sailing in the Toronto harbour, there’s a chance you may head over to Hanlan’s Point, a clothing-optional beach on the Toronto Islands. Just remember to respect the guidelines set by the yacht rental organizers!

  • Beach-wear and easy-to-remove shirts are recommended here.
  • Tearaway pants, shorts, and bathing suits are always a good idea for a place like Hanlan’s.

Protecting Yourself

While all of these are great fashion options for sailing, it’s also very important to think about your health, even while sailing. This means covering up and protecting your body from the sun. You’ll be spending a lot of time out on the open water with no shade, and that means there’s a good chance you’ll get a sunburn if you don’t cover up.

  • We recommend a baseball hat or wide-rimmed hat to shield your head, face, and neck.
  • Bring a pair of comfortable sunglasses to wear on your yacht rental trip, as sunlight may beat down onto the water and reflect back into your eyes.
  • Apply sunscreen, whether it’s overcast or shining. Use SPF 50 or higher on every part of your exposed skin, re-applying sunscreen every few hours out on the water.

Nighttime Sailing

If you’re out on a night boat rental and the sun goes down, that warm weather you had during the day may change quickly – especially if you’re on the water.

  • Bring along an extra windbreaker or light jacket, especially if the wind picks up. You may be surprised by how cool the weather gets on the water, even during the summer months.

Dress Like a Pirate!

Here’s another fun option for fashion while sailing – why not dress like a pirate? Yes, a pirate. Hey, you’re on the water already! Why not embrace looking like an old-time sailor, wearing some older clothes and goofy accessories that show off a unique side to your sailing personality?

Going on a yacht rental call for selecting clothes that match your style but also prioritize comfort and safety. You and your friends will already have a great time on the water, but it’s that old phrase “looking good means feeling good” that applies even on a boat rental. By following these guidelines, you’ll be dressed to impress and have lots of fun on your sailing adventure!

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