7 days, round-trip 7 Night Southern Caribbean Cruise

About this cruise

This one leaves San Juan on November 7, 2026 and spends 7 nights visiting Philipsburg, Bridgetown, Castries, Fort-de-France and Basseterre at a pace where every day has something going on but there's always time to just sit and watch the water too. There's a stretch of back-to-back port days, so those days are busy, but the sea days around them give you time to recharge. Crossing 5 borders through the Caribbean: Sint Maarten, Barbados, St. Lucia, Martinique and St. Kitts & Nevis. You'll notice the culture shift at every stop. Most ports give you about 10 hours, so you can do more than just tick off the main sights. As for the ship itself, Valiant Lady takes the food seriously, with 13 restaurants to choose from. 12 are included, and the rest are worth the splurge. The sweet spot for most travellers: you get to know the ship, see the ports, and come home before the laundry piles up. Pro tip: fly in the day before. San Juan has plenty to offer, and you'll board relaxed instead of rushed. Being shoulder season helps: golden light, comfortable weather, and shorter queues at the popular spots. You start in San Juan and come back with stories from Sint Maarten, Barbados, St. Lucia, Martinique and St. Kitts & Nevis.