Bight Bay Cruises
Cruises that visit Caribbean: Virgin Islands (British): Bight Bay
11 Night - A Sunny Break from Winter Blues
Starting in Philipsburg, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Gustavia, Cabrits, Terre-De-Haut, Iles Des Saintes, Philipsburg
2025 Sails: Dec 10, More...
11 Night - Rendezvous of Two Windjammers
Starting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Gustavia, Terre-De-Haut, Iles Des Saintes, Cabrits, Road Bay (Sandy Ground), Philipsburg
2025 Sails: Dec 11, More...15 Night - Happy Sunny Holidays
Starting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Charlestown, Nevis, Terre-De-Haut, Iles Des Saintes, Soufriere, Chatham Bay / Union Island, St Georges, Saint-Pierre, Gustavia, Philipsburg
2025 Sails: Dec 21, More...8 Night - A Tall Ship's Dream Destination
Starting in Philipsburg, St Johns AG, Antigua, Gustavia, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Philipsburg
2026 Sails: Jan 11, Nov 29, More...8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, St Johns AG, Antigua, Gustavia, Philipsburg
2026 Sails: Jan 25, More...11 Night - A VIP Sailing Event
Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Gustavia, Philipsburg
2026 Sails: Mar 6, More...11 Night - Sailing On the Trade Winds
Starting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Gustavia, Philipsburg
2026 Sails: Mar 16, More...8 Night - A Tall Ship's Dream Destination
Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Gustavia, St Johns AG, Antigua, Philipsburg
2026 Sails: Dec 14, More...15 Night - Holiday Season with Your Toes in the Sand
Starting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Gustavia, Philipsburg
2026 Sails: Dec 21, More...8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)
Starting in Philipsburg, Gustavia, St Johns AG, Antigua, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Philipsburg
2027 Sails: Jan 4, Jan 18, More...
Cruises that visit Caribbean: Virgin Islands (British): Bight Bay
Click on a cruise ship itinerary that visits Bight Bay (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Bight Bay), please visit: Cruise Search or try our Virtual Cruise Advisor™.
11 Night - A Sunny Break from Winter BluesStarting in Philipsburg, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Gustavia, Cabrits, Terre-De-Haut, Iles Des Saintes, Philipsburg
2025 Sails: Dec 10, More...
11 Night - Rendezvous of Two WindjammersStarting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Gustavia, Terre-De-Haut, Iles Des Saintes, Cabrits, Road Bay (Sandy Ground), Philipsburg
2025 Sails: Dec 11, More...
15 Night - Happy Sunny HolidaysStarting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Charlestown, Nevis, Terre-De-Haut, Iles Des Saintes, Soufriere, Chatham Bay / Union Island, St Georges, Saint-Pierre, Gustavia, Philipsburg
2025 Sails: Dec 21, More...
8 Night - A Tall Ship's Dream DestinationStarting in Philipsburg, St Johns AG, Antigua, Gustavia, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Philipsburg
2026 Sails: Jan 11, Nov 29, More...
8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)Starting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, St Johns AG, Antigua, Gustavia, Philipsburg
2026 Sails: Jan 25, More...
11 Night - A VIP Sailing EventStarting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Gustavia, Philipsburg
2026 Sails: Mar 6, More...
11 Night - Sailing On the Trade WindsStarting in Philipsburg, Terre-De-Haut, Iles Des Saintes, Soufriere, Saint-Pierre, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Gustavia, Philipsburg
2026 Sails: Mar 16, More...
8 Night - A Tall Ship's Dream DestinationStarting in Philipsburg, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Gustavia, St Johns AG, Antigua, Philipsburg
2026 Sails: Dec 14, More...
15 Night - Holiday Season with Your Toes in the SandStarting in Philipsburg, North Sound / Virgin Gorda, The Bight Bay / Norman Island, Cabrits, Saint-Pierre, Soufriere, Terre-De-Haut, Iles Des Saintes, Gustavia, Philipsburg
2026 Sails: Dec 21, More...
8 Night - Caribbean Roundtrip from St Maarten (Philipsburg)Starting in Philipsburg, Gustavia, St Johns AG, Antigua, North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, Philipsburg
2027 Sails: Jan 4, Jan 18, More...
