TAYcation Planner

Ski-in chalets, private clubs, and après-ski at its most refined.

• The Little Nell — only five-star ski-in hotel in North America
• Private dining at Element 47, cellar of 20,000+ bottles
• Buckskin Pass hikes for the off-season adventurer
• Boutique shopping on Galena Street

Grey-shingled perfection, cobblestone streets, and Atlantic calm.

• The Wauwinet — Relais & Châteaux hideaway with private beach
• Brant Point Lighthouse at golden hour
• Whaling Museum and the island's refined history
• Cisco Brewers for an elevated afternoon

The Caribbean's most fashionable island, no compromise.

• Cheval Blanc St-Barth — LVMH-owned beachfront serenity
• Shell Beach for sunset champagne
• Gustavia harbor boutiques and superyachts
• Colombier Beach, accessible only by foot or boat

Neoclassical villas, misty mountains, and old-world Italian glamour.

• Grand Hotel Tremezzo — floating pool over the lake
• Villa del Balbianello for the most photographed terrace
• Bellagio's silk shops and lakeside aperitivo
• Private boat charter to Tremezzo and Lenno

Worth Avenue, polo fields, and the art of the winter escape.

• The Breakers — a 140-year-old Italian Renaissance icon
• Worth Avenue for high-fashion and hidden courtyards
• Sunday polo at the International Polo Club
• Flagler Museum and the Gilded Age opulence

Overwater villas, bioluminescent shores, and total disconnection.

• Soneva Fushi — barefoot luxury in a private atoll
• Cheval Blanc Randheli for LVMH-grade service
• House reef snorkeling with manta rays
• Private sandbank dinners at sunset