ST MAARTEN. ST BARTHS. ANGUILLA

5 days / 4 nights

3 Countries. 1 Epic Trip.

Your Caribbean Island Hopping Adventure Awaits.

TOTAL

$19.00

(excluding taxes)

Experience a 5 day, 4 night escape to the vibrant island of St. Maarten, where French elegance meets Dutch charm. Explore both sides of the island, which offers its own unique culture and energy. Enjoy fresh, local flavors and unwind on some of the Caribbean’s most stunning beaches. Extend your adventure with visits to St. Barths and Anguilla for a perfectly balanced island hopping getaway.

We’ve researched all the logistics, so you don’t have to. Your itinerary includes specific transportation information between islands, complete with clickable links to book directly through third-party sites.

This is the 3-in-1 trip we’ve seen all over social media. Now it’s your turn to experience it…without the stress of figuring out the logistics!

Each recommendation in this itinerary has been personally experienced and carefully researched, so you can book with confidence!

What’s Included?

  • “Know Before You Go” information including best time to travel, local foods, cultural considerations, and more!
  • Stef’s Choice featured hotel offering the perfect balance of comfort, location, and value
  • 5 additional four and five star hotel recommendations
  • 3 Airbnb recommendations
  • Detailed daily schedule including restaurants, excursions, and nightlife with approximate transfer times in between each activity
  • Clickable links to third party sites for easy booking
  • Complete logistics for transfers between Sint Maarten, St. Barths & Anguilla
  • 13 additional restaurant/bar recommendations 
  • 7 additional activities

 

Disclaimer: This itinerary was last updated on May 8, 2026. All third-party websites included were functional at the time of review. Please note that these sites may change or become unavailable without notice. While we are not responsible for any site outages or changes that occur after the review date, we regularly update itineraries to ensure all links and resources remain accurate and accessible.