Leave Anguilla on the 7:30 AM public ferry, connect to Voyager in the same Marigot terminal area, spend the day in St. Barts, then enjoy an overnight in St. Martin before returning to Anguilla the next morning.

Day 1 · 7:30 AM from Blowing Point
Take the first scheduled public ferry from Blowing Point to Marigot. The strategic advantage is simple: the Anguilla ferries and Voyager use the same Marigot ferry-terminal area, so you do not need a taxi transfer between ferry terminals.
Check Anguilla transport on 264Go →
Connect in Marigot
Tuesday through Sunday, the currently published Voyager morning departure is around 8:50 AM, reaching Gustavia around 9:50 AM. Monday's published trip is earlier, around 8:20 AM, which is too tight to promote as the standard connection from the 7:30 Anguilla ferry.
Spend the day in St. Barts

Why the overnight in SXM?
The currently published 5:30 PM Voyager from Gustavia reaches Marigot around 6:30 PM. The current Government of Anguilla schedule lists the final Marigot → Blowing Point public ferry at 6:00 PM. That makes an overnight in St. Martin the sensible plan for this itinerary.
Use SXM Stay for the room, SXM Eats for dinner and SXM Go for transport.
Day 2 · Back to Anguilla
The current first scheduled public ferry from Marigot to Blowing Point is 8:30 AM. Have breakfast nearby, return to the terminal and be back in Anguilla during the morning.