Explore over 320 cruise vacations
Showing 10 cruise vacations: All Destinations, December 2024 - April 2025
Departs San Juan, Puerto Rico
Showing 10 cruise vacations that match your search
Idyllic Caribbean Isles & Colombia
San Juan • Cartagena • Willemstad • Oranjestad • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$3,740
per Cabin
Departing on:
Sunsets in the Lesser Antilles
San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$2,926
per Cabin
Departing on:
SAVINGS TO WRITE HOME ABOUT
80% off your 2nd Sailor + free drinks
Always Included Luxury covers your WiFi, tips & gratuities, all dining, & more.
Resilient Valentine's Voyage
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$3,710
per Cabin
Departing on:
San Juan, Barbados & Beyond
San Juan • Philipsburg • Castries • Bridgetown • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,942
per Cabin
Departing on:
Saint (Isles) & Seas of the Caribbean
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$3,346
per Cabin
Departing on:
Puerto Rican Daze & Caribbean Nights
San Juan • Tortola • St. John's • Basseterre • Fort-de-France • Castries • Bridgetown • Kingstown • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,700
per Cabin
Departing on:
Colombia & Caribbean Islands
San Juan • Cartagena • Oranjestad • Willemstad • Roseau • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,824
per Cabin
Departing on:
San Juan to Spanish Island Nights
San Juan • Santa Cruz de Tenerife • Casablanca • Palma de Mallorca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,660
per Cabin
Departing on: