6 Cruises
| Where: | Caribbean | Nights: | Any Length |
| When: | Any Month | Line: | Any Cruise Line |
| From: | Boston | Ship: | Any Ship |
Norwegian Cruise Line
Starts: Sun, Nov 8, 2026 from Boston
Ends: Sun, Nov 22, 2026 in New Orleans
Cruise Ports: Boston, St Thomas, Castries, St George's, Willemstad (Curacao), Oranjestad, Georgetown , New Orleans
Celebrity Cruises
Starts: Sat, Oct 16, 2027 from Boston
Ends: Tue, Oct 26, 2027 in Fort Lauderdale
Cruise Ports: Boston, Oranjestad, Willemstad (Curacao), Bonaire, Fort Lauderdale
Celebrity Cruises
Starts: Wed, Oct 20, 2027 from Boston
Ends: Fri, Oct 29, 2027 in San Juan
Cruise Ports: Boston, Puerto Plata, Samana, Charlotte Amalie (St Thomas), St John's, Tortola, San Juan
Windstar Cruises
Starts: Fri, Oct 22, 2027 from Boston
Ends: Mon, Nov 1, 2027 in San Juan
Cruise Ports: Boston, Hamilton, St George, Gustavia St. Barts, Prickly Pear British Virgin Islands, San Juan
Bonus Offer:
Windstar Cruises
Starts: Fri, Oct 22, 2027 from Boston
Ends: Mon, Nov 8, 2027 in San Juan
Cruise Ports: Boston, Hamilton, St George, Gustavia St. Barts, Prickly Pear British Virgin Islands, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan
Bonus Offer:
Royal Caribbean Cruises
Starts: Fri, Oct 20, 2028 from Boston
Ends: Mon, Oct 30, 2028 in Fort Lauderdale
Cruise Ports: Boston, Royal Naval Dockyard (West End), Oranjestad, Willemstad (Curacao), Fort Lauderdale
Bonus Offer: