# Southern Caribbean from San Juan · Two gateway nights and a city day [Canonical itinerary]() Two gateway nights and a city day - Region: North America - Trip format: Cruise + land - Nights: 9 - Interests: History, Geography, Nature, Design ## Route and nights - San Juan · 2 night(s) - On board · 7 night(s) Tradeoff: A route shape for design. Confirm ship, actual ports, order, tendering, land transfers and connection timing with the operator before booking. Compare: Cruise, port transfer and separate land transport ## Day-by-day agenda Suggested schedule. Times are local. Check hours and availability for your dates. Cruise schedules are fixed by the operator. Confirm your sailing’s ports, local times, tender or shuttle arrangements, and all-aboard deadlines. Adjust this sample plan to the itinerary you can actually book, and keep a buffer for getting back to the ship. ### Day 1 · San Juan Arrive the day before or earlier. Stay where you can reach the confirmed embarkation point. Overnight: San Juan ### Day 2 · San Juan Harbour or town-center history walk near your lodging Overnight: San Juan ### Day 3 · San Juan Board at the port and time confirmed for the chosen sailing. Leave time for port transport and check-in. Overnight: On board ### Day 4 · Sea day Keep the first open ship day low-pressure. Review which port visits need a booking. Overnight: On board ### Day 5 · Bridgetown Historic district and port heritage Overnight: On board ### Day 6 · Castries Coastal landscape outing candidate Overnight: On board ### Day 7 · Basseterre Town architecture and shoreline Overnight: On board ### Day 8 · St. John’s Harbour history and town streets Overnight: On board ### Day 9 · Sea day Leave time on board without a timed excursion. Recheck the next port plan and return window. Overnight: On board ### Day 10 · San Juan Disembark and leave a conservative connection window. Add a land night if the onward timing is tight.