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57 Matched Sailings

Departing	Itinerary and Ship	Length	Save to Favorites	Priced from
Dec 12, 2026 (Saturday) Other Dates	6 Night Eastern Caribbean Saint Lucia Dominica and Sint Maarten Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten), San Juan (see itinerary) Special Promotions Flash Sale: Up to 20% Off	6 Nights	Add to Favorites Compare Favorites	from $1,199 per person (double occupancy) Includes taxes & fees Learn More
Nov 28, 2026 (Saturday) Other Dates	7 Night Eastern Caribbean Saint Kitts Nevis and Saint Barthelemy Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten)... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings Flash Sale: Up to 20% Off	7 Nights	Add to Favorites Compare Favorites	from $1,529 per person (double occupancy) Includes taxes & fees Learn More
Oct 29, 2026 (Thursday) Other Dates	9 Night Bermuda Sint Maarten and British Virgin Islands Hamilton Philipsburg and Road Town Cruise Azamara Journey Azamara Cruises Starts: New York, New York Ends: San Juan, Puerto Rico Ports of Call: New York, Hamilton, Philipsburg (St. Maarten), Road Town, San Juan (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings Flash Sale: Up to 20% Off The Signature Collection - Exclusive Amenities	9 Nights	Add to Favorites Compare Favorites	from $1,529 per person (double occupancy) Includes taxes & fees Learn More
Dec 05, 2026 (Saturday) Other Dates	7 Night Southern Caribbean Antigua Martinique and Grenada Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings Flash Sale: Up to 20% Off	7 Nights	Add to Favorites Compare Favorites	from $1,669 per person (double occupancy) Includes taxes & fees Learn More
Dec 12, 2027 (Sunday) Other Dates	7 Night Eastern Caribbean Saint Lucia Dominica and Sint Maarten Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten), Road Town... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,699 per person (double occupancy) Includes taxes & fees Learn More
Nov 21, 2026 (Saturday) Other Dates	7 Night Southern Caribbean Bequia Grenada and Tobago Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,719 per person (double occupancy) Includes taxes & fees Learn More
Oct 28, 2027 (Thursday) Other Dates	9 Night Bermuda and Caribbean Hamilton Philipsburg and San Juan Cruise Azamara Quest Azamara Cruises Starts: New York, New York Ends: San Juan, Puerto Rico Ports of Call: New York, Hamilton, Philipsburg (St. Maarten), Road Town, San Juan (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	9 Nights	Add to Favorites Compare Favorites	from $1,789 per person (double occupancy) Includes taxes & fees Learn More
Dec 05, 2027 (Sunday) Other Dates	7 Night Southern Caribbean Puerto Rico British Virgin Islands and Grenada Cruise Azamara Quest Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,799 per person (double occupancy) Includes taxes & fees Learn More
Nov 14, 2026 (Saturday) Other Dates	7 Night Eastern Caribbean Barbados Saint Lucia and British Virgin Islands Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten), Road Town... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,819 per person (double occupancy) Includes taxes & fees Learn More
Nov 14, 2027 (Sunday) Other Dates	7 Night Eastern Caribbean Saint Lucia Sint Maarten and British Virgin Islands Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten), Road Town... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,919 per person (double occupancy) Includes taxes & fees Learn More
Nov 28, 2027 (Sunday) Other Dates	7 Night Eastern Caribbean Sint Maarten Saint Kitts and Nevis Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten)... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings The Signature Collection - Exclusive Amenities	7 Nights	Add to Favorites Compare Favorites	from $1,919 per person (double occupancy) Includes taxes & fees Learn More
Nov 21, 2027 (Sunday) Other Dates	7 Night Southern Caribbean Antigua Martinique and Bequia Cruise Azamara Quest Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,939 per person (double occupancy) Includes taxes & fees Learn More
Nov 07, 2026 (Saturday) Other Dates	7 Night Southern Caribbean British Virgin Islands Martinique and Grenada Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings	7 Nights	Add to Favorites Compare Favorites	from $1,969 per person (double occupancy) Includes taxes & fees Learn More
Dec 19, 2027 (Sunday) Other Dates	8 Night Southern Caribbean Holiday Cruise British Virgin Islands Dominica and Grenada Cruise Azamara Quest Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Virgin Gorda, St John's, Portsmouth, Port Elizabeth, St George's, Scarborough, Bridgetown (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings The Signature Collection - Exclusive Amenities	8 Nights	Add to Favorites Compare Favorites	from $2,189 per person (double occupancy) Includes taxes & fees Learn More
Nov 06, 2027 (Saturday) Other Dates	8 Night Southern Caribbean Martinique Grenada and U.S. Virgin Islands Cruise Azamara Quest Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Charlotte Amalie (St Thomas), Virgin Gorda, St John's, Saint-Pierre Martinique France... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	8 Nights	Add to Favorites Compare Favorites	from $2,229 per person (double occupancy) Includes taxes & fees Learn More
Dec 18, 2026 (Friday) Other Dates	10 Night Carribean Christmas Cruise Antigua Martinique and Saint Barthelemy Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Charlotte Amalie (St Thomas), Virgin Gorda, St John's, Gustavia St. Barts... (see itinerary)	10 Nights	Add to Favorites Compare Favorites	from $2,319 per person (double occupancy) Includes taxes & fees Learn More
Mar 22, 2028 (Wednesday) Other Dates	11 Night Americana Coast Key West Tampa and New Orleans Cruise Azamara Quest Azamara Cruises Starts: Miami, Florida Ends: Miami, Florida Ports of Call: Miami, Key West, Tampa, Mobile, New Orleans, Cozumel, Miami (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	11 Nights	Add to Favorites Compare Favorites	from $2,529 per person (double occupancy) Includes taxes & fees Learn More
Dec 27, 2027 (Monday) Other Dates	9 Night Southern Caribbean Holiday Cruise Aruba Bonaire and Curacao Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: Miami, Florida Ports of Call: Bridgetown, Bonaire, Willemstad (Curacao), Oranjestad, Puerto Plata, Nassau, Miami (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	9 Nights	Add to Favorites Compare Favorites	from $2,549 per person (double occupancy) Includes taxes & fees Learn More
Jan 05, 2027 (Tuesday) Other Dates	9 Night Southern Caribbean St. Barts Antigua and Tortola Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: Miami, Florida Ports of Call: San Juan, Virgin Gorda, Gustavia St. Barts, Philipsburg (St. Maarten), St John's, Basseterre... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings	9 Nights	Add to Favorites Compare Favorites	from $2,639 per person (double occupancy) Includes taxes & fees Learn More
Dec 28, 2026 (Monday) Other Dates	8 Night 2026 New Years Eve Cruise Aruba Saint Lucia and Saint Croix Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: San Juan, Puerto Rico Ports of Call: Bridgetown, Oranjestad, Willemstad (Curacao), Castries, Charlestown, Frederiksted, San Juan (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings	8 Nights	Add to Favorites Compare Favorites	from $2,649 per person (double occupancy) Includes taxes & fees Learn More
Jan 14, 2027 (Thursday) Other Dates	11 Night Eastern Caribbean St. Kitts Antigua and Martinique Cruise Azamara Journey Azamara Cruises Starts: Miami, Florida Ends: Bridgetown, Barbados Ports of Call: Miami, St John, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Charlestown, St John's... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings Flash Sale: Up to 20% Off	11 Nights	Add to Favorites Compare Favorites	from $2,699 per person (double occupancy) Includes taxes & fees Learn More
Nov 21, 2026 (Saturday) Other Dates	14 Night Caribbean San Juan Antigua and Barbados Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings Flash Sale: Up to 20% Off	14 Nights	Add to Favorites Compare Favorites	from $2,739 per person (double occupancy) Includes taxes & fees Learn More
Dec 05, 2026 (Saturday) Other Dates	13 Night Caribbean San Juan Antigua and St. Lucia Cruise Azamara Journey Azamara Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings Flash Sale: Up to 20% Off	13 Nights	Add to Favorites Compare Favorites	from $2,779 per person (double occupancy) Includes taxes & fees Learn More
Mar 13, 2028 (Monday) Other Dates	9 Night Southern Caribbean Grenada St. Lucia and Martinique Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: Miami, Florida Ports of Call: Bridgetown, St George's, Castries, Saint-Pierre Martinique France, Roseau... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	9 Nights	Add to Favorites Compare Favorites	from $2,789 per person (double occupancy) Includes taxes & fees Learn More
Jan 05, 2028 (Wednesday) Other Dates	9 Night Belize Costa Rica and Panama Belize City Puerto Limon and Panama City Cruise Azamara Quest Azamara Cruises Starts: Miami, Florida Ends: Fuerte Amador, Panama Ports of Call: Miami, Cozumel, Belize City, Roatan, Puerto Limon, Bocas Del Toro, Cruising the Panama Canal... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	9 Nights	Add to Favorites Compare Favorites	from $2,999 per person (double occupancy) Includes taxes & fees Learn More

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Search Results

Dec 12, 2026

6 Night Eastern Caribbean Saint Lucia Dominica and Sint Maarten Cruise

6 Nights

$1,199

Nov 28, 2026

7 Night Eastern Caribbean Saint Kitts Nevis and Saint Barthelemy Cruise

7 Nights

$1,529

Oct 29, 2026

9 Night Bermuda Sint Maarten and British Virgin Islands Hamilton Philipsburg and Road Town Cruise

9 Nights

$1,529

Dec 05, 2026

7 Night Southern Caribbean Antigua Martinique and Grenada Cruise

7 Nights

$1,669

Dec 12, 2027

7 Night Eastern Caribbean Saint Lucia Dominica and Sint Maarten Cruise

7 Nights

$1,699

Nov 21, 2026

7 Night Southern Caribbean Bequia Grenada and Tobago Cruise

7 Nights

$1,719

Oct 28, 2027

9 Night Bermuda and Caribbean Hamilton Philipsburg and San Juan Cruise

9 Nights

$1,789

Dec 05, 2027

7 Night Southern Caribbean Puerto Rico British Virgin Islands and Grenada Cruise

7 Nights

$1,799

Nov 14, 2026

7 Night Eastern Caribbean Barbados Saint Lucia and British Virgin Islands Cruise

7 Nights

$1,819

Nov 14, 2027

7 Night Eastern Caribbean Saint Lucia Sint Maarten and British Virgin Islands Cruise

7 Nights

$1,919

Nov 28, 2027

7 Night Eastern Caribbean Sint Maarten Saint Kitts and Nevis Cruise

7 Nights

$1,919

Nov 21, 2027

7 Night Southern Caribbean Antigua Martinique and Bequia Cruise

7 Nights

$1,939

Nov 07, 2026

7 Night Southern Caribbean British Virgin Islands Martinique and Grenada Cruise

7 Nights

$1,969

Dec 19, 2027

8 Night Southern Caribbean Holiday Cruise British Virgin Islands Dominica and Grenada Cruise

8 Nights

$2,189

Nov 06, 2027

8 Night Southern Caribbean Martinique Grenada and U.S. Virgin Islands Cruise

8 Nights

$2,229

Dec 18, 2026

10 Night Carribean Christmas Cruise Antigua Martinique and Saint Barthelemy Cruise

10 Nights

$2,319

Mar 22, 2028

11 Night Americana Coast Key West Tampa and New Orleans Cruise

11 Nights

$2,529

Dec 27, 2027

9 Night Southern Caribbean Holiday Cruise Aruba Bonaire and Curacao Cruise

9 Nights

$2,549

Jan 05, 2027

9 Night Southern Caribbean St. Barts Antigua and Tortola Cruise

9 Nights

$2,639