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Boots on Sale $50 & Under

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vineyard vines 7 printed chappy trunks

25 items found

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Vineyard Vines - 7" Printed Piped Chappy Trunks. Color Flag/Stars Moonshine. Low Stock. On sale for $68.00. MSRP $98.50. 31% off.

Low Stock

Vineyard Vines 7" Printed Piped Chappy Trunks

Vineyard Vines 7" Printed Piped Chappy Trunks

Brand Name: Vineyard Vines
Product Name: 7" Printed Piped Chappy Trunks
Gender: Men's
Color: Flag/Stars Moonshine
Price: $68MSRP: $98.50

Vineyard Vines - Flannel Lounge Pants. Color Blue Blazer. Low Stock. On sale for $52.12. MSRP $69.50. 25% off.

Low Stock

Vineyard Vines Flannel Lounge Pants

Vineyard Vines Flannel Lounge Pants

Brand Name: Vineyard Vines
Product Name: Flannel Lounge Pants
Gender: Men's
Color: Blue Blazer
Price: $52.12MSRP: $69.50

Vineyard Vines - Flannel Lounge Pants. Color Charleston Green 2. Low Stock. On sale for $26.00. MSRP $65.00. 60% off.

Low Stock

Vineyard Vines Flannel Lounge Pants

Vineyard Vines Flannel Lounge Pants

Brand Name: Vineyard Vines
Product Name: Flannel Lounge Pants
Gender: Men's
Color: Charleston Green 2
Price: $26MSRP: $65

Vineyard Vines - Flannel Lounge Pants. Color Blue/Red. Low Stock. On sale for $27.80. MSRP $69.50. 60% off.

Low Stock

Vineyard Vines Flannel Lounge Pants

Vineyard Vines Flannel Lounge Pants

Brand Name: Vineyard Vines
Product Name: Flannel Lounge Pants
Gender: Men's
Color: Blue/Red
Price: $27.80MSRP: $69.50

Vineyard Vines - 7" On-The-Go Shorts. Color Blue Mirage. Low Stock. On sale for $44.32. MSRP $98.50. 55% off.

Low Stock

Vineyard Vines 7" On-The-Go Shorts

Vineyard Vines 7" On-The-Go Shorts

Brand Name: Vineyard Vines
Product Name: 7" On-The-Go Shorts
Gender: Men's
Color: Blue Mirage
Price: $44.32MSRP: $98.50

Vineyard Vines - 7" Pull-on Island Shorts. Color Stone. Low Stock. On sale for $26.85. MSRP $89.50. 70% off.

Low Stock

Vineyard Vines 7" Pull-on Island Shorts

Vineyard Vines 7" Pull-on Island Shorts

Brand Name: Vineyard Vines
Product Name: 7" Pull-on Island Shorts
Gender: Men's
Color: Stone
Price: $26.85MSRP: $89.50

Vineyard Vines - 7" Pull-on Island Shorts. Color Coastline. Low Stock. On sale for $26.85. MSRP $89.50. 70% off.

Low Stock

Vineyard Vines 7" Pull-on Island Shorts

Vineyard Vines 7" Pull-on Island Shorts

Brand Name: Vineyard Vines
Product Name: 7" Pull-on Island Shorts
Gender: Men's
Color: Coastline
Price: $26.85MSRP: $89.50

Vineyard Vines - Printed Sankaty Polo. Color Whale Dot Obreeze/Tb. On sale for $83.30. MSRP $98.00. 15% off. 5.0 out of 5 stars

Vineyard Vines Printed Sankaty Polo

Vineyard Vines Printed Sankaty Polo

Brand Name: Vineyard Vines
Product Name: Printed Sankaty Polo
Gender: Men's
Color: Whale Dot Obreeze/Tb
Price: $83.30MSRP: $98

Vineyard Vines - Printed Sankaty Polo. Color Darty White Cap. On sale for $83.31. MSRP $98.00. 15% off. 5.0 out of 5 stars

Vineyard Vines Printed Sankaty Polo

Vineyard Vines Printed Sankaty Polo

Brand Name: Vineyard Vines
Product Name: Printed Sankaty Polo
Gender: Men's
Color: Darty White Cap
Price: $83.31MSRP: $98

Vineyard Vines - Printed Sankaty Polo. Color Multi Color Tailgate. On sale for $81.97. MSRP $98.00. 16% off. 5.0 out of 5 stars

Vineyard Vines Printed Sankaty Polo

Vineyard Vines Printed Sankaty Polo

Brand Name: Vineyard Vines
Product Name: Printed Sankaty Polo
Gender: Men's
Color: Multi Color Tailgate
Price: $81.97MSRP: $98

Vineyard Vines - Printed Sankaty Polo. Color Wahoo Micro - White. On sale for $49.00. MSRP $98.00. 50% off. 5.0 out of 5 stars

Vineyard Vines Printed Sankaty Polo

Vineyard Vines Printed Sankaty Polo

Brand Name: Vineyard Vines
Product Name: Printed Sankaty Polo
Gender: Men's
Color: Wahoo Micro - White
Price: $49MSRP: $98

Vineyard Vines - Printed Sankaty Polo. Color Micro Waves Rwb. Low Stock. On sale for $49.00. MSRP $98.00. 50% off. 5.0 out of 5 stars

Low Stock

Vineyard Vines Printed Sankaty Polo

Vineyard Vines Printed Sankaty Polo

Brand Name: Vineyard Vines
Product Name: Printed Sankaty Polo
Gender: Men's
Color: Micro Waves Rwb
Price: $49MSRP: $98

Vineyard Vines - Kendrick Check Tech Twill Shirt. Color Moonshine. Low Stock. $138.00.

Low Stock

Vineyard Vines Kendrick Check Tech Twill Shirt

Vineyard Vines Kendrick Check Tech Twill Shirt

Brand Name: Vineyard Vines
Product Name: Kendrick Check Tech Twill Shirt
Gender: Men's
Color: Moonshine
Price: $138

Vineyard Vines - Jethro Plaid Tech Twill Shirt. Color Crimson. Low Stock. $138.00.

Low Stock

Vineyard Vines Jethro Plaid Tech Twill Shirt

Vineyard Vines Jethro Plaid Tech Twill Shirt

Brand Name: Vineyard Vines
Product Name: Jethro Plaid Tech Twill Shirt
Gender: Men's
Color: Crimson
Price: $138

Vineyard Vines - 2025 Santa Whale Long Sleeve Tee. Color Red Velvet. $55.00.

Vineyard Vines 2025 Santa Whale Long Sleeve Tee

Vineyard Vines 2025 Santa Whale Long Sleeve Tee

Brand Name: Vineyard Vines
Product Name: 2025 Santa Whale Long Sleeve Tee
Gender: Men's
Color: Red Velvet
Price: $55

Vineyard Vines - Santa Whale List Long Sleeve Pocket Tee. Color Nautical Navy. On sale for $54.62. MSRP $55.00. 1% off.

Vineyard Vines Santa Whale List Long Sleeve Pocket Tee

Vineyard Vines Santa Whale List Long Sleeve Pocket Tee

Brand Name: Vineyard Vines
Product Name: Santa Whale List Long Sleeve Pocket Tee
Gender: Men's
Color: Nautical Navy
Price: $54.62MSRP: $55

Vineyard Vines - Nobadeer Plaid Islnd Slub Shirt. Color Smoke Blue. Low Stock. On sale for $88.65. MSRP $98.50. 10% off.

Low Stock

Vineyard Vines Nobadeer Plaid Islnd Slub Shirt

Vineyard Vines Nobadeer Plaid Islnd Slub Shirt

Brand Name: Vineyard Vines
Product Name: Nobadeer Plaid Islnd Slub Shirt
Gender: Men's
Color: Smoke Blue
Price: $88.65MSRP: $98.50

Vineyard Vines - Classic Logo Box Long Sleeve Tee. Color Charleston Green. On sale for $49.50. MSRP $55.00. 10% off.

Brand Name: Vineyard Vines
Product Name: Classic Logo Box Long Sleeve Tee
Gender: Men's
Color: Charleston Green
Price: $49.50MSRP: $55

Vineyard Vines - Painted Shining Sea Flag Long Sleeve Tee. Color White Cap. On sale for $49.50. MSRP $55.00. 10% off.

Vineyard Vines Painted Shining Sea Flag Long Sleeve Tee

Brand Name: Vineyard Vines
Product Name: Painted Shining Sea Flag Long Sleeve Tee
Gender: Men's
Color: White Cap
Price: $49.50MSRP: $55

Vineyard Vines - Short Sleeve Whale Pocket T-Shirt. Color White Cap. Low Stock. On sale for $40.50. MSRP $45.00. 10% off.

Low Stock

Vineyard Vines Short Sleeve Whale Pocket T-Shirt

Vineyard Vines Short Sleeve Whale Pocket T-Shirt

Brand Name: Vineyard Vines
Product Name: Short Sleeve Whale Pocket T-Shirt
Gender: Men's
Color: White Cap
Price: $40.50MSRP: $45

Vineyard Vines - Ghost Pups Logo Box Long Sleeve Pockets Tee. Color Blue Blazer. Low Stock. On sale for $33.54. MSRP $49.50. 32% off.

Low Stock

Brand Name: Vineyard Vines
Product Name: Ghost Pups Logo Box Long Sleeve Pockets Tee
Gender: Men's
Color: Blue Blazer
Price: $33.54MSRP: $49.50

Vineyard Vines - Sail Scene Short-sleeve Tee. Color White Cap. Low Stock. On sale for $22.50. MSRP $45.00. 50% off. 5.0 out of 5 stars

Low Stock

Vineyard Vines Sail Scene Short-sleeve Tee

Vineyard Vines Sail Scene Short-sleeve Tee

Brand Name: Vineyard Vines
Product Name: Sail Scene Short-sleeve Tee
Gender: Men's
Color: White Cap
Price: $22.50MSRP: $45

Vineyard Vines - Overlook Plaid Breezy Shirt. Color Sailors Red. Low Stock. On sale for $44.75. MSRP $89.50. 50% off. 5.0 out of 5 stars

Low Stock

Vineyard Vines Overlook Plaid Breezy Shirt

Vineyard Vines Overlook Plaid Breezy Shirt

Brand Name: Vineyard Vines
Product Name: Overlook Plaid Breezy Shirt
Gender: Men's
Color: Sailors Red
Price: $44.75MSRP: $89.50

Vineyard Vines - Short Sleeve Sportfisher Otg Ripstop Shirt. Color Sportfisher Coastline. Low Stock. On sale for $29.55. MSRP $98.50. 70% off.

Low Stock

Vineyard Vines Short Sleeve Sportfisher Otg Ripstop Shirt

Vineyard Vines Short Sleeve Sportfisher Otg Ripstop Shirt

Brand Name: Vineyard Vines
Product Name: Short Sleeve Sportfisher Otg Ripstop Shirt
Gender: Men's
Color: Sportfisher Coastline
Price: $29.55MSRP: $98.50

Vineyard Vines - Dockside Lounge Joggers. Color Jet Black. Low Stock. On sale for $59.00. MSRP $118.00. 50% off.

Low Stock

Vineyard Vines Dockside Lounge Joggers

Vineyard Vines Dockside Lounge Joggers

Brand Name: Vineyard Vines
Product Name: Dockside Lounge Joggers
Gender: Men's
Color: Jet Black
Price: $59MSRP: $118