The Art of Fashionable Travel

Seeing Portland’s sights in chic fall style by boat, bike, and old-fashioned steam train.

Ivy League

Stroll down Dana Street, where behind Vignola Cinque Terre’s granite facade, the kitchen serves food fresh from the farm.

Ulla Johnson dress at Judith, shopjudith.com. Urbahia coat and Henry Cuir clutch at Holly Stone, hollystone.biz. Fail necklace at Corey and Co., coreyandcompany.blogspot.com. Toms sunglasses at Bliss, blissboutiques.com.

Just the Ticket

Pack your bags and hop aboard a vintage locomotive at the Maine Narrow Gauge Railroad Co. and Museum.

On Her: Ulla Johnson shorts and jacket at Judith, shopjudith.com. Peter Cohen tank at Holly Stone, hollystone.biz. David Aubrey and Nashelle necklaces at Bliss, blissboutiques.com. Giles and Brother bracelets at Portland Trading Co., portlandtradingco.com. On Him: Mother Freedom blazer at David Wood, davidwood.com. Private label shirt at Portland Trading Co., portlandtradingco.com. Private label pants, Rancourt and Co. shoes, and Barbour duffle at Portland Dry Goods, portlanddrygoods.com.

Anchors Away

Cast off from the Casco Bay Lines Ferry Terminal and spend a sunny fall day at sea.

On Her: CP Shades dress at Corey & Co., coreyandcompany.blogspot. com. Vintage hat at Queen of Hats, queenofhats.com. Krista Brown necklace at Bliss, blissboutiques.com. Sea Bags tote, seabags.com. On Him: Private label shirt and shorts, Stutterheim coat, and Rancourt and Co. shoes at Portland Dry Goods, portlanddrygoods.com.

Hair and makeup by Melissa Vigue and Alana Cote, manicure by Carole Fortin, all for Bei Capelli. 

Cafe Culture

Pedal a cruiser over to Petite Jacqueline, where you can sip a glass of wine outdoors, Parisian-style.

On Her: Samantha Sung dress at Holly Stone, hollystone.biz. On Him: Mason’s pants, Grayers shirt, and Shwood sunglasses at Joseph’s, josephsofportland.com. Tanner Goods belt, Rancourt and Co. shoes, and Shinola bicycle at Portland Dry Goods, portlanddrygoods.com.

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