Prickly Pear Island Cruises
Cruises that visit Caribbean: Antigua / Barbuda: Prickly Pear Island
7 Night - San Juan & the Virgin Islands
Starting in San Juan, Cruz Bay, St John VI, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 15, 2027: Jan 10, Nov 1, Nov 15, 2028: Mar 20, More...
14 Night - Star Collector : Lovely Leewards
Starting in San Juan, Cruz Bay, St John VI, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marigot Bay, San Juan
2026 Sails: Nov 15, 2027: Nov 1, Nov 15, 2028: Mar 20, More...
14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marigot Bay, San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 22, More...
14 Night - Star Collector : Lovely Leewards
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...
14 Night - Star Collector : Lovely Leewards
Starting in San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Dec 6, Dec 20, More...
7 Night - San Juan & the Virgin Islands
Starting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Dec 13, More...
14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 19, More...
7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten
2026 Sails: Dec 19, More...
14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten
2026 Sails: Dec 26, More...
7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten
2027 Sails: Jan 2, Feb 13, Mar 13, Dec 5, 2028: Jan 30, Feb 27, More...
Cruises that visit Caribbean: Antigua / Barbuda: Prickly Pear Island
Click on a cruise ship itinerary that visits Prickly Pear Island (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Prickly Pear Island), please visit: Cruise Search or try our Virtual Cruise Advisor™.
7 Night - San Juan & the Virgin IslandsStarting in San Juan, Cruz Bay, St John VI, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 15, 2027: Jan 10, Nov 1, Nov 15, 2028: Mar 20, More...
14 Night - Star Collector : Lovely LeewardsStarting in San Juan, Cruz Bay, St John VI, Basseterre, St Kitts, Gustavia, St Barthelemy, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marigot Bay, San Juan
2026 Sails: Nov 15, 2027: Nov 1, Nov 15, 2028: Mar 20, More...
14 Night - Star Collector : Lovely LeewardsStarting in San Juan, St Georges, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marigot Bay, San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Nov 22, More...
14 Night - Star Collector : Lovely LeewardsStarting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
2026 Sails: Nov 29, Dec 13, Dec 27, More...
14 Night - Star Collector : Lovely LeewardsStarting in San Juan, St Georges, Grenada, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Dec 6, Dec 20, More...
7 Night - San Juan & the Virgin IslandsStarting in San Juan, Cruz Bay, St John VI, Gustavia, St Barthelemy, Basseterre, St Kitts, Philipsburg, St Maarten, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, San Juan
2026 Sails: Dec 13, More...
14 Night - Star Collector : Caribbean ExplorationsStarting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten
2026 Sails: Dec 19, More...
7 Night - Beach Fun & Sun : a Remote Caribbean GetawayStarting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Philipsburg, St Maarten
2026 Sails: Dec 19, More...
14 Night - Star Collector : Caribbean ExplorationsStarting in Philipsburg, St Maarten, Gustavia, St Barthelemy, Charlestown, Roseau, Dominica, Mayreau, Les Saintes, Guadeloupe, Basseterre, St Kitts, Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten
2026 Sails: Dec 26, More...
7 Night - Beach Fun & Sun : a Remote Caribbean GetawayStarting in Philipsburg, St Maarten, Falmouth Harbour, Antigua, Road Bay, Anguilla, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Virgin Gorda / Prickly Pear, Gustavia, St Barthelemy, Philipsburg, St Maarten
2027 Sails: Jan 2, Feb 13, Mar 13, Dec 5, 2028: Jan 30, Feb 27, More...