Sailboat Beanies

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Knit Cap Winter Beanie

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Life Is Better On A Boat Sailboat Sketch Cool Sailing Gifts Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Life Is Better On A Boat Sailboat Sketch Cool Sailing Gifts

+12 more

Lake Ontario EST 1641 Retro Landscape Sailboat The Baniff Cuffed Pom Beanie

$38.99

$49.99

The Baniff Cuffed Pom Beanie

Lake Ontario EST 1641 Retro Landscape Sailboat

Sailboat Vintage Distressed Blueprint Sailboat Vacation Gift Stripe Pom Pom Beanie

$21.99

$27.99

Stripe Pom Pom Beanie

Sailboat Vintage Distressed Blueprint Sailboat Vacation Gift

+1 more

$19.99

$24.99

Knit Cap Winter Beanie

Heartbeat Sailing Sailboat

+20 more

What Part Of Sailing Don't You Understand Captain Sailboat Stripe Pom Pom Beanie

$21.99

$27.99

Stripe Pom Pom Beanie

What Part Of Sailing Don't You Understand Captain Sailboat

+1 more

Vintage Amity 1975 Sunset Retro Sailboat Sunrise Summer Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Vintage Amity 1975 Sunset Retro Sailboat Sunrise Summer

+20 more

Lahaina Maui Hi Sailboat Cool Gift Vintage Nautical Tee The Baniff Cuffed Pom Beanie

$38.99

$49.99

The Baniff Cuffed Pom Beanie

Lahaina Maui Hi Sailboat Cool Gift Vintage Nautical Tee

Vintage Ocean Sunset Sailboat Scene Beanie

$19.99

$24.99

Knit Cap Winter Beanie

Vintage Ocean Sunset Sailboat Scene

+20 more

That's What I Do I Sail And I Know Things Boating Sailing Beanie

$19.99

$24.99

Knit Cap Winter Beanie

That's What I Do I Sail And I Know Things Boating Sailing

+16 more

Funny Sailing Sailboat Gift The Baniff Cuffed Pom Beanie

$38.99

$49.99

The Baniff Cuffed Pom Beanie

Funny Sailing Sailboat Gift

MacGregor 26M Sailboat Line Drawing Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

MacGregor 26M Sailboat Line Drawing

+12 more

Cape Cod MA Vintage Sailboat 70s Throwback Sunset Sustainable Knit Beanie

$27.99

$32.99

Sustainable Knit Beanie

Cape Cod MA Vintage Sailboat 70s Throwback Sunset

Cape May Nj Vintage Sailboat 70s Throwback Sunset Short Acrylic Beanie

$21.99

$27.99

Short Acrylic Beanie

Cape May Nj Vintage Sailboat 70s Throwback Sunset

+12 more

MarthaS Vineyard Ma Sailboat Kati Licensed 12" Camo Cuffed Beanie

$32.99

$38.99

Kati Licensed 12" Camo Cuffed Beanie

MarthaS Vineyard Ma Sailboat

Avalon NJ Sailboat Vintage 80s Sunset Stripe Pom Pom Beanie

$21.99

$27.99

Stripe Pom Pom Beanie

Avalon NJ Sailboat Vintage 80s Sunset

Key West Fl Sailboat Nautical Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Key West Fl Sailboat Nautical

+12 more

Life Is Better On A Boat Sailboat Sketch Cool Sailing Short Acrylic Beanie

$21.99

$27.99

Short Acrylic Beanie

Life Is Better On A Boat Sailboat Sketch Cool Sailing

+12 more

Fort Walton Beach Fl Sailboat Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Fort Walton Beach Fl Sailboat

+12 more

Mystic Connecticut Ct Vintage Sailboat Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Mystic Connecticut Ct Vintage Sailboat

+2 more

Martha's Vineyard Ma Sailboat Vintage Nautical Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Martha's Vineyard Ma Sailboat Vintage Nautical

+12 more

Mackinac Island MI Sailboat Vintage Nautical Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Mackinac Island MI Sailboat Vintage Nautical

+12 more

Bermuda Vintage Sailboat 70s Throwback Sunset Kati Licensed 12" Camo Cuffed Beanie

$32.99

$38.99

Kati Licensed 12" Camo Cuffed Beanie

Bermuda Vintage Sailboat 70s Throwback Sunset

Myrtle Beach Sc Sailboat Vintage Nautical Stripe Pom Pom Beanie

$21.99

$27.99

Stripe Pom Pom Beanie

Myrtle Beach Sc Sailboat Vintage Nautical

$21.99

$27.99

Stripe Pom Pom Beanie

Door County Wi Sailboat Vintage Nautical

British Virgin Islands Vintage Sailboat 70s Beanie

$19.99

$24.99

Knit Cap Winter Beanie

British Virgin Islands Vintage Sailboat 70s

+16 more

Sarasota Fl Sailboat Vintage 80s Sunset Short Acrylic Beanie

$21.99

$27.99

Short Acrylic Beanie

Sarasota Fl Sailboat Vintage 80s Sunset

+2 more

Menorca Spain Sailing Souvenir Sailboat Sailor Beanie

$19.99

$24.99

Knit Cap Winter Beanie

Menorca Spain Sailing Souvenir Sailboat Sailor

Annapolis Md Vintage Sailing 70s Nautical Sailboat Gift Stripe Pom Pom Beanie

$21.99

$27.99

Stripe Pom Pom Beanie

Annapolis Md Vintage Sailing 70s Nautical Sailboat Gift

+1 more

Erie PA Vintage Sailboat 70s Throwback Sunset Beanie

$19.99

$24.99

Knit Cap Winter Beanie

Erie PA Vintage Sailboat 70s Throwback Sunset

+16 more

Retro Smooth Sailing Vintage Sailboat Vacation Island Stripe Pom Pom Beanie

$21.99

$27.99

Stripe Pom Pom Beanie

Retro Smooth Sailing Vintage Sailboat Vacation Island

Abaco Bahamas Vintage Retro Classic Sailboat Vacation Kati Licensed 12" Camo Cuffed Beanie

$32.99

$38.99

Kati Licensed 12" Camo Cuffed Beanie

Abaco Bahamas Vintage Retro Classic Sailboat Vacation

Panama Canal Panama Vintage Sailboat Retro 70s Short Acrylic Beanie

$21.99

$27.99

Short Acrylic Beanie

Panama Canal Panama Vintage Sailboat Retro 70s

+12 more

Cool Sailing Sailboat Boating Sail Boat Owners The Baniff Cuffed Pom Beanie

$38.99

$49.99

The Baniff Cuffed Pom Beanie

Cool Sailing Sailboat Boating Sail Boat Owners

Provincetown Massachusetts Ma Vintage Sailboat Retro 70s Beanie

$19.99

$24.99

Knit Cap Winter Beanie

Provincetown Massachusetts Ma Vintage Sailboat Retro 70s

+16 more

Sailing Dad | Sailboat Sailor Funny Father's Day Gift Pom Pom 12in Knit Beanie

$24.99

$27.99

Pom Pom 12in Knit Beanie

Sailing Dad | Sailboat Sailor Funny Father's Day Gift

+12 more

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About this collection

Shop sailboat beanies with a wide range of designs available. Browse 113+ options and filter by different styles like hoodies, mugs, and hats, or sort by popularity, newest, or trending. All items are printed on demand using advanced printing technology and usually ship within 1–2 business days.

Shop Sailboat Beanies

Shop sailboat beanies made for customers looking for unique designs, thoughtful gifts, and everyday apparel. This collection brings together designs that fit different occasions, interests, and personal styles.

Browse options in different colors, sizes, and fits to find the right look. Use filters and sorting tools to view related styles, newest arrivals, trending designs, and popular picks.

Each item is printed on demand with state-of-the-art equipment to help deliver sharp, long-lasting results. Most orders typically ship within 1–2 business days after being placed.