The Afternoon Tea Weekend Itinerary

The Tea & Garden Escape

2 Days / 1 Night

Theme: Feminine leisure, garden culture, editorial elegance

Inspired by the tradition of afternoon tea and garden entertaining, this itinerary celebrates some of the East End’s most beautiful landscapes, floral experiences, and leisurely moments.


Day One — Gardens & Golden Hour

  • Arrival at Journey
  • Morning coffee and pastries from Carissa’s Bakery
  • Explore the gardens and sculpture grounds at LongHouse Reserve
  • Lunch at Topping Rose House, surrounded by the property’s gardens
  • Floral arranging workshop with a local florist
  • Afternoon browsing East Hampton Village boutiques and home shops
  • Golden hour rosé at Wölffer Estate Vineyard
  • Dinner at The American Hotel in Sag Harbor

Spend the day surrounded by some of the East End’s most beautiful gardens, gathering spaces, and seasonal blooms. The pace is intentionally unhurried, with plenty of time to wander and linger.


Day Two — Coastal Leisure

  • Slow morning at Journey
  • Visit Madoo Conservancy, one of the Hamptons’ most beloved historic gardens
  • Watercolor or sketching session inspired by the surrounding landscape
  • Picnic lunch from Round Swamp Farm
  • Afternoon at Sagg Main Beach
  • Stop for tea, coffee, or pastries in Sag Harbor before departure

This day embraces one of the Hamptons’ greatest luxuries: time. Time to sit in a garden, walk the beach, browse a bookstore, or simply enjoy the landscape without a schedule.