Windward Islands Surf & Sunsets from San Juan Fly Cruise, 22 November 2025 (9 nights)

Say goodbye to your current destination, for it’s time to head somewhere new! Flight information will be available closer to your embarkation date, but this will be when you’re hopping on a plane to continue your adventure – be that travelling somewhere new, or heading home.

Hotel information will be confirmed closer to departure

While your specific hotel isn't confirmed just yet, you can book with confidence knowing it will be carefully selected from our trusted partners. Closer to your cruise departure, we'll confirm the details.

With a hotel stay in this stunning destination, you’ll have the chance to immerse yourself even more in the unique culture of the region you’re visiting during your cruise getaway. It’s also a fantastic opportunity to explore the nightlife of the holiday hotspot you’re in, something you don’t always get when you’re sailing from one incredible destination to the next during your cruise.

Puerto Rico’s capital city, largest urban area and cultural hub, boasts a myriad of things to do, see and taste for a true sense of all Puerto Rico has to offer. In the old city you'll walk the cobbled streets of the colonial Spanish architecture as well as the impressive defensive works of El Morro and La Fortaleza, dominating the skyline and boasting equally stunning views out of the city and coastline themselves.

While sailing between destinations, you’ll have time to take a moment and enjoy everything your cruise ship has to offer; with stunning food prepared with the freshest ingredients, fantastic entertainment opportunities, and plenty of places to lounge around, an enjoyable day at sea awaits!

Wrapping around one of the best natural harbours in the Caribbean, St. George’s is the Capital of the “Spice Island”, Grenada. With white-sand beaches, unspoiled countryside, and colourful markets, St. George’s is one to add to your bucket list. From underwater sculptures to historic forts and natural beauties, you won't be bored with the variety of cultures and things to do in this stunning city.

The largest island in the Grenadines, Bequia, which translates to 'island of the clouds' is a breathtaking destination with a handful of attractions to explore, including Princess Margaret Beach, the Bequia Heritage Museum and the Old Hegg Turtle Sanctuary which is in easy reach of the island.

Our experts are preparing detailed information about this location. Please check back shortly to discover more.

Our experts are preparing detailed information about this location. Please check back shortly to discover more.

Our experts are preparing detailed information about this location. Please check back shortly to discover more.

Puerto Rico’s capital city, largest urban area and cultural hub, boasts a myriad of things to do, see and taste for a true sense of all Puerto Rico has to offer. In the old city you'll walk the cobbled streets of the colonial Spanish architecture as well as the impressive defensive works of El Morro and La Fortaleza, dominating the skyline and boasting equally stunning views out of the city and coastline themselves.