7 Night - Southern Caribbean From San Juan, Puerto Rico - Onboard Celebrity Millennium
Starting in San Juan with stops in Charlotte Amalie, Basseterre, St. John's, Castries, Bridgetown
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, Apr 1, More...

11 Night - Southern Caribbean Wayfarer
Starting in Fort Lauderdale with stops in Philipsburg, Castries, Scenic cruising Soufriere Bay, Bridgetown, Fort-de-France, Daylight passing Mount Pelee, Basseterre, St. Thomas, Half Moon Cay
2023 Sails: Feb 4, Feb 25, Mar 18, More...

21 Night - Southern Caribbean Wayfarer / Seafarer
Starting in Fort Lauderdale with stops in Philipsburg, Castries, Scenic cruising Soufriere Bay, Bridgetown, Fort-de-France, Daylight passing Mount Pelee, Basseterre, St. Thomas, Half Moon Cay, Grand Turk, Amber Cove, Kralendijk, Willemstad, Oranjestad
2023 Sails: Feb 4, More...

14 Night - Martinique, Guadeloupe, Saint Lucia, Barbados, Grenada, Saint Vincent and The Grenadines, Netherlands Antilles, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Starting in Fort de France with stops in Pointe-a-Pitre, Castries, Bridgetown, Saint George, Kingstown, Philipsburg, St. John's, Basseterre, Roseau
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, More...

7 Night - Classic Caribbean Yacht Harbors
Starting in Bridgetown with stops in Bequia, Trois Ilets, Basse-Terre, Charlestown, St. Johns, Carambola Beach, Philipsburg
2023 Sails: Feb 4, Feb 18, Mar 4, More...

14 Night - Exotic Caribbean In Depth
Starting in Bridgetown with stops in Bequia, Trois Ilets, Basse-Terre, Charlestown, St. Johns, Carambola Beach, Philipsburg, Sopers Hole , Road Bay, Terre-de-Haut, Fort-de-France, Saint Georges
2023 Sails: Feb 4, Feb 18, More...

7 Night - Leeward Islands Discovery
Starting in Marigot with stops in Falmouth Bay, Charlestown, South Friars Bay, Little Bay, Saba, Gustavia, White Bay, Charlotte Amalie
2023 Sails: Feb 4, More...

7 Night - Windward Islands Roundtrip from Barbados
Starting in Bridgetown, Barbados; with stops in Rodney Bay, St. Lucia; Sail with Star Flyer to Cabrits; Cabrits, Dominica; Falmouth Harbour, Antigua; Basseterre, St. Kitts; South Friar's Bay, St. Kitts; Terre de Haut, Iles des Saintes; Beach, Martinique; Bridgetown, Barbados
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, Dec 9, 2024: Jan 6, Jan 20, Feb 3, Feb 17, Mar 2, Mar 16, More...

7 Night - Leeward Islands Roundtrip from St. Maarten
Starting in Philipsburg, St. Maarten; with stops in Charlestown, Nevis;Sail With Royal Clipper South of Iles Des Saintes; Cabrits, Dominica; Terre-de-Haut, Iles des Saintes; Deshaies, Guadeloupe; Falmouth Harbour, Antigua; Gustavia, St. Barts; Philipsburg, St. Maarte
2023 Sails: Feb 4, Feb 18, Mar 4, Mar 18, Nov 25, Dec 9, 2024: Jan 6, Jan 20, Feb 3, Feb 17, Mar 2, Mar 16, More...

14 Night - Bridgetown to St. Maarten - Wind Surf
Starting in Bridgetown with stops in Pigeon Island, Castries, The Pitons, Anse Mitan, Mayreau, St. George's, Bequia, Roseau, Les Saintes, Little Bay, Gustavia, Basseterre, St. Maarten
2023 Sails: Feb 4, More...