Anguilla Cruises
Cruises that visit Caribbean: Anguilla
Related areas: Dog Island : Prickly Pear Cay : Road Bay : Sandy Ground
7 Night - Spanish & British Caribbean Delight Cruise
Starting in San Juan, Culebra, Esperanza, Vieques Island, Prickly Pear, Sandy Ground, Gustavia, Charlestown, Nevis, Falmouth Bay, Philipsburg
2025 Sails: Dec 13, More...
14 Night - Star Collector : Caribbean Explorations
Starting in 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, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St Maarten
2025 Sails: Dec 14, 2026: Mar 14, 2027: Feb 13, Mar 13, More...
7 Night - Beach Fun & Sun : a Remote Caribbean Getaway
Starting in 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 14, 2026: Jan 4, 2027: Jan 2, Feb 13, Mar 13, More...
7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla, Marigot, Saint Martin
2025 Sails: Dec 20, 2026: Mar 28, More...
7 Night - Reverie Under Sail in the Heart of the Lesser Antilles
Starting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Norman Island, Cooper Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Philipsburg
2025 Sails: Dec 20, More...
7 Night - Leeward Islands Celebration Cruise
Starting in Philipsburg, Sandy Ground, Charlestown, Nevis, Gustavia, Prickly Pear, St John VI (Cruz Bay), US Virgin Islands, San Juan
2025 Sails: Dec 20, More...
14 Night - An Extended Journey of Caribbean Festivities and West Indies Coastal Wonders
Starting in Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 22, More...
7 Night - San Juan / San Juan
Starting in San Juan, Marigot, Falmouth Harbour, Antigua, Sandy Ground, Road Town, Tortola, St John VI, San Juan
2025 Sails: Dec 28, More...
7 Night - Tropical New Year's Ii Cruise
Starting in San Juan, White Bay, Jost van Dyke, Gustavia, Sandy Ground, St John VI (Cruz Bay), US Virgin Islands, Charlotte Amalie, St Thomas
2025 Sails: Dec 28, More...
15 Night - An Extended Journey Into Shimmering New Dawns and Caribbean Secrets
Starting in Miami, New Year Fireworks Sju, Jost Van Dyke, Deshaies, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami
2025 Sails: Dec 29, More...
Cruises that visit Caribbean: Anguilla
Click on a cruise ship itinerary that visits Anguilla (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Anguilla), please visit: Cruise Search or try our Virtual Cruise Advisor™.
Related areas: Dog Island : Prickly Pear Cay : Road Bay : Sandy Ground
7 Night - Spanish & British Caribbean Delight CruiseStarting in San Juan, Culebra, Esperanza, Vieques Island, Prickly Pear, Sandy Ground, Gustavia, Charlestown, Nevis, Falmouth Bay, Philipsburg
2025 Sails: Dec 13, More...
14 Night - Star Collector : Caribbean ExplorationsStarting in 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, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St Maarten
2025 Sails: Dec 14, 2026: Mar 14, 2027: Feb 13, Mar 13, More...
7 Night - Beach Fun & Sun : a Remote Caribbean GetawayStarting in 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 14, 2026: Jan 4, 2027: Jan 2, Feb 13, Mar 13, More...
7 Night - Eastern Caribbean with St. BarthsStarting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Prickly Pear Cays, Anguilla, Marigot, Saint Martin
2025 Sails: Dec 20, 2026: Mar 28, More...
7 Night - Reverie Under Sail in the Heart of the Lesser AntillesStarting in Marigot, Sandy Island, Anguilla, Virgin Gorda, Norman Island, Cooper Island, Jost Van Dyke, Beef Island, Dog Island, Anguilla, Philipsburg
2025 Sails: Dec 20, More...
7 Night - Leeward Islands Celebration CruiseStarting in Philipsburg, Sandy Ground, Charlestown, Nevis, Gustavia, Prickly Pear, St John VI (Cruz Bay), US Virgin Islands, San Juan
2025 Sails: Dec 20, More...
14 Night - An Extended Journey of Caribbean Festivities and West Indies Coastal WondersStarting in Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 22, More...
7 Night - San Juan / San JuanStarting in San Juan, Marigot, Falmouth Harbour, Antigua, Sandy Ground, Road Town, Tortola, St John VI, San Juan
2025 Sails: Dec 28, More...
7 Night - Tropical New Year's Ii CruiseStarting in San Juan, White Bay, Jost van Dyke, Gustavia, Sandy Ground, St John VI (Cruz Bay), US Virgin Islands, Charlotte Amalie, St Thomas
2025 Sails: Dec 28, More...
15 Night - An Extended Journey Into Shimmering New Dawns and Caribbean SecretsStarting in Miami, New Year Fireworks Sju, Jost Van Dyke, Deshaies, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami
2025 Sails: Dec 29, More...