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Road Town Cruise Specials

We've gathered all of the Road Town cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Road Town cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

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Cunard Line, Queen Elizabeth
Family
Queen Elizabeth12 Nights Eastern Caribbean Cruise from $803 pp
12 Night - Eastern Caribbean - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Oct 15, Nov 5, Nov 26 Get a Quote
Cunard Line, Queen Elizabeth
Family
Queen Elizabeth21 Nights Caribbean Cruise from $1515 pp
21 Night - Caribbean Roundtrip from Miami - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Turk, Turks and Caicos Islands, Willemstad AN, Curacao, Kralendijk, Bonaire, St Eustatius and Saba, Oranjestad, Aruba, Miami, FL
2026 Sails: Oct 15 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey26 Nights Canada &Caribbean Cruise:Montreal, Quebec&Barbados from $6619 pp
26 Night - Canada & Caribbean Combination Cruise : Montreal, Quebec & Barbados - Starting in Montreal, Quebec, Quebec City, Quebec, Scenic Cruising Saguenay Fjord, Saguenay, Quebec, Charlottetown, Prince Edward Island, Sydney NS, Nova Scotia, Halifax, Nova Scotia, Portland ME, Boston, Massachusetts, Cape Cod Canal Cruising, Newport, Rhode Island, New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Oct 19 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey16 Nights Caribbean Cruise: New York, Bermuda & Barbados from $4079 pp
16 Night - Caribbean Combination Cruise : New York, Bermuda & Barbados - Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Oct 29 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey9 Nights Bermuda & Caribbean Cruise from $1999 pp plus OBC
9 Night - Bermuda, Sint Maarten & British Virgin Islands Cruise : Hamilton, Philipsburg & Road Town - Starting in New York City, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Oct 29 Get a Quote
Cunard Line, Queen Elizabeth
Family
Queen Elizabeth12 Nights Eastern Caribbean Cruise from $927 pp
12 Night - Eastern Caribbean - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL
2026 Sails: Nov 5 Get a Quote
Cunard Line, Queen Elizabeth
Family
Queen Elizabeth21 Nights Caribbean Cruise from $1710 pp
21 Night - Caribbean Roundtrip from Miami - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 5 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey14 Nights Caribbean Cruise: San Juan, St. Lucia & St. Kitts from$3249 pp
14 Night - Caribbean Combination Cruise : San Juan, St. Lucia & St. Kitts - Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 7 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey14 Nights Caribbean Cruise: Barbados, St. Lucia & St. Kitts from$3309 pp
14 Night - Caribbean Combination Cruise : Barbados, St. Lucia & St. Kitts - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 14 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Nights Eastern Caribbean Cruise:St.Lucia, Dominica &St.Kitts from$1329 pp
7 Night - Eastern Caribbean Cruise : Barbados, Saint Lucia & British Virgin Islands - Starting in Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 14 Get a Quote

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Road Town Cruise Specials