8-Day, 7-Night Southern Caribbean Cruise: Family Fun Across 7 Islands
We completed an 8-day, 7-night Southern Caribbean cruise, visiting seven incredible islands!
- Puerto Rico – the start and end point of our cruise, with a little time to explore the city and its charming streets.
- U.S. Virgin Islands – St. Croix, St. Thomas, and St. John (note: St. John requires a short ferry ride).
- St. Martin, St. Kitts, and Barbados.
Why a Southern Caribbean Cruise Is Perfect for Multi-Generational Families
For us, a cruise is hands down the best way to travel with a multi-generational family. This trip included the kids’ grandparents, and it was smooth sailing from start to finish. Meals on board, cozy cabins, guided tours at each port — we simply stepped off the ship and followed the excursions. No stress, just adventure and quality family time. Spring Break is the perfect time to visit the Caribbean.
Many travelers wonder whether a Southern Caribbean cruise is better than an Eastern Caribbean itinerary. The key difference is the diversity of islands and cultural history found in the southern route.
If I had to pick a favorite island, it would be St. John — almost as breathtaking as my “dream destination,” Bora Bora!
What left a lasting impression wasn’t just the white sand beaches and turquoise waters, but the history and culture that shaped each island. From coastal forts and cannons to St. Martin’s split between French and Dutch governance, the Caribbean islands are full of fascinating stories. For example, St. Croix has been ruled by seven different countries over the centuries!
This Southern Caribbean cruise isn’t just a vacation, it’s a family-friendly adventure combining relaxation, sightseeing, and cultural exploration. Whether you’re traveling with kids, grandparents, or friends, a Caribbean cruise offers a unique way to see multiple islands, enjoy stunning scenery, and make unforgettable memories.
Southern Caribbean Cruise FAQ
Is a Southern Caribbean cruise worth it for families?
Yes — especially for multi-generational families. A Southern Caribbean cruise typically visits 6–7 islands in one trip, offering diverse beaches, cultures, and excursions without the hassle of multiple flights. Compared to planning separate island vacations, cruises simplify logistics while keeping costs predictable.
What is the best time to take a Southern Caribbean cruise?
The best time is December through April, during the dry season when temperatures range from 75–85°F and humidity is lower. Hurricane risk is also minimal compared to late summer months.
How much does a Southern Caribbean cruise cost for a family?
Prices vary widely for an 8-day Southern Caribbean cruise depending on cabin type, cruise line, and excursions. For our trip, the ocean-view cabin for the grandparents cost $1,518.14, while the interior cabin for our family of four was $1,927.23. Prices can vary significantly based on sailing dates, cruise line, and how early you book. Booking early and choosing interior cabins can significantly reduce costs.
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