11/02/2026
🌴🛥️ Follow this map to beautiful islands—and friendships that can last long after the journey ends! 💙
This December, join me and our hosted senior group aboard Windstar Star Pride for a Caribbean adventure filled with island discoveries, shared laughter, and good company.
📅 December 6–13, 2026
📍 Round trip from San Juan, Puerto Rico
Our journey takes us to:
✨ Grenada — colorful St. George’s and island spices
✨ Bequia — beautiful harbor views and relaxed island charm
✨ Mayreau — turquoise water and beach-day dreams
✨ Guadeloupe — tropical scenery and French Caribbean flair
✨ St. Martin — Marigot’s waterfront, cafés, and local flavors
But the map only tells part of the story. Imagine sharing morning coffee with an ocean view, exploring an island with new friends, and gathering over dinner to trade stories about your day.
That’s why I host senior group trips—to bring people together. Whether you’re traveling solo or bringing a friend, you’ll have a welcoming group to share the experience with.
🗺️ Which island would you most love to explore with new friends? Tell me below!
📩 Ready for new places and new friendships? Message me CARIBBEAN or email [email protected] for current cabin availability, pricing, and details.
Travel & Tours With Judy
Come as strangers, leave as friends.