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Road Bay Cruises

Cruises that visit Caribbean: Anguilla: Road Bay

Click on a cruise ship itinerary that visits Road Bay (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Road Bay), please visit: Cruise Search or try our Virtual Cruise Advisor™.


EXPLORA I Cruises15 Night - An Extended Journey to Enchanting Isles
Starting in Bridgetown, Roseau, St Maarten / Philipsburg, San Juan, Road Bay, St Johns AG, Antigua, Gustavia, Tortola / Road Town, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown
2025 Sails: Nov 17, More...
EXPLORA I Cruises15 Night - An Extended Journey of Soulful Sophistication and Idyllic Island Charm
Starting in San Juan, Road Bay, St Johns AG, Antigua, Gustavia, Tortola / Road Town, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2025 Sails: Nov 20, More...
EXPLORA I Cruises7 Night - A Journey from San Juan to Miami
Starting in San Juan, Road Bay, St Johns AG, Antigua, Gustavia, Tortola / Road Town, Miami
2025 Sails: Nov 20, More...
Star Flyer Cruise Ship7 Night - Treasure Islands
Starting in Philipsburg, St Maarten, Road Bay, Anguilla, White Bay, Jost Van Dyke, Sopers Hole, Tortola, Sailing Sir Francis Drake Channel, The Bight / Norman Island, British Virgin Islands, Spanish Town, Virgin Gorda, Beach, Captains Best, British Virgin Islands, Basseterre, St Kitts (Morning), South Friars Bay, St Kitts, Gustavia, St Barts, Philipsburg, St Maarten
2025 Sails: Nov 22, Dec 6, Dec 20, 2026: Jan 3, Jan 17, Jan 31, Feb 14, Feb 28, Mar 14, Nov 28, Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, More...
EXPLORA I Cruises15 Night - An Extended Journey Into the Tropical Enchantment of Caribbean Splendour
Starting in Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2025 Sails: Nov 27, 2026: Jan 28, More...
EXPLORA I Cruises19 Night - An Extended Journey of Wild Grace
Starting in Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, La Romana, San Juan, Basseterre, Les Trois-Ilets, Bequia, Kingstown, Bridgetown
2025 Sails: Dec 2, More...
Sea Cloud Spirit Cruises8 Night - Pirate Islands and Sailors' Haunts
Starting in Philipsburg, Gustavia, Road Bay (Sandy Ground), North Sound / Virgin Gorda, Sail Through the Sir Francis Drake Channel, Great Harbour / Jost Van Dyke, White Bay, Jost Van Dyke, Philipsburg
2025 Sails: Dec 4, More...
EXPLORA I Cruises16 Night - An Extended Journey of Bewitching Caribbean Gems
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, La Romana, San Juan, Basseterre, Les Trois-Ilets, Bequia, Kingstown, Bridgetown
2025 Sails: Dec 5, More...
EXPLORA I Cruises7 Night - A Journey from San Juan to Miami
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2025 Sails: Dec 5, 2026: Feb 5, More...
Wind Surf Cruise Ship14 Night - Star Collector : Caribbean Explorations
Starting in Philipsburg, St Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St Maarten, Falmouth Harbour, Road Bay, Sopers Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St Maarten
2025 Sails: Dec 7, 2027: Feb 6, Mar 6, More...


Road Bay Cruises