3 Days / 2 Nights
Theme: Coastal style, curated boutiques, leisurely lunches
From designer boutiques and independent jewelers to antique shops and waterfront cafés, this itinerary is designed for those who appreciate beautiful things and the art of discovery.
Day One — East Hampton Village
- Check into Journey
- Explore Main Street and Newtown Lane
- Browse boutiques including Tenet, Goldsmith’s, Elaine Kim, and local favorites
- Afternoon coffee at Carissa’s Bakery
- Lunch in the village
- Continue shopping and gallery hopping
- Dinner at Topping Rose House
Ease into the weekend with a leisurely afternoon in East Hampton Village, where luxury shopping meets classic Hamptons charm.
Day Two — Amagansett
- Morning in Amagansett Square
- Browse The Row, Ulla Johnson, Love Adorned, and other luxury boutiques
- Coffee at Jack’s Stir Brew
- Lunch at Amber Waves Farm
- Explore independent shops and local favorites throughout Amagansett
- Golden hour rosé at Wölffer Estate Vineyard
- Dinner in East Hampton or Sag Harbor
Amagansett offers a quieter, more relaxed shopping experience, with beautifully curated stores and a distinctly coastal feel.
Day Three — Sag Harbor
- Morning drive to Sag Harbor
- Browse boutiques, antiques, galleries, and home design stores
- Stops at Sylvester & Co., Book Hampton, Romany Kramoris Gallery, and local jewelers
- Lunch overlooking the harbor at Page at 63 Main
- Afternoon antique hunting along Main Street and Long Wharf
- Coffee by the marina before departure
Sag Harbor is made for wandering. Historic storefronts, waterfront views, and hidden treasures around every corner make it one of the East End’s most beloved destinations.