With a Southern Caribbean cruise, we sailed to some of the best beaches in the Caribbean. Cab in San Juan – 24.00 Hotel in San Juan (Hotels.com) – 177.93 Uber to Port in San Juan – 12.00 Total extra in San Juan $213.93 Cruise – choosing a cheaper cruise itinerary; booking earlier (so that mandatory tipping is reduced), also traveling at a less popular time (lots of new graduates and Mother’s Day celebrations!)