A milestone birthday built on an ambitious premise: three countries in six days without a single wasted drive. Home base in Upper Prince's Quarter, day trips by ferry to St. Barts and Anguilla, and every day clustered by side of the island so the trip flowed instead of zig-zagged. Delivered April 2026 — complete with a custom travel guide book designed for the travelers.
The Itinerary
Arrive & Set the Vibe
Landing at Princess Juliana, rental car pickup, and a Dutch-side orientation day — Philipsburg's boardwalk, Great Bay Beach, and dinner on the Simpson Bay strip.
The Birthday — St. Barts
Morning ferry from Marigot to Gustavia: mega yachts, designer boutiques, French pastries, and beach time at Shell Beach or St. Jean. Back by evening for a birthday dinner at the Grand Case lolos — grilled lobster on the sand, under the stars, where the locals actually eat.
ATV Both Sides + Maho
A morning ATV tour crossing Dutch and French sides — hilltop lookouts, hidden beaches, off-road trails — then the legendary Maho Beach for jumbo-jet landings 30 feet overhead. Beachfront dinner in Grand Case with live music.
Anguilla Day
The 20-minute ferry to Blowing Point, then Shoal Bay East — one of the Caribbean's most stunning beaches — with a beach-shack lunch on the sand and a hop to Rendezvous Bay before the evening ferry home.
Water Sports & Last Night
A Dutch-side finale: morning watersports, afternoon at Mullet Bay, duty-free browsing in Philipsburg, and a last night of live R&B and soul on the Simpson Bay lagoon.
Wheels Up
One final swim minutes from the airport, rental return, and departure from SXM.
The design detail that mattered: every day was clustered by side of the island — Dutch days together, French days together, ferries paired with their terminal's side — so a trip spanning three countries never felt like a commute. The travelers also received a custom-designed guide book covering the full itinerary, ferry logistics, dining picks, and pro tips for every stop. Most agents send a confirmation email; my clients get a publication.
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