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34 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)	6 Nights	Add to Favorites Compare Favorites	from $1,269 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	7 Nights	Add to Favorites Compare Favorites	from $1,449 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
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 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 $2,439 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
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
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 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	11 Nights	Add to Favorites Compare Favorites	from $2,839 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	14 Nights	Add to Favorites Compare Favorites	from $2,899 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	13 Nights	Add to Favorites Compare Favorites	from $2,939 per person (double occupancy) Includes taxes & fees Learn More
Nov 28, 2026 (Saturday) Other Dates	14 Night Caribbean Barbados St. Lucia and St. Maarten Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados 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	14 Nights	Add to Favorites Compare Favorites	from $3,169 per person (double occupancy) Includes taxes & fees Learn More
Dec 12, 2026 (Saturday) Other Dates	16 Night Caribbean Christmas Cruise Barbados St. Lucia and St. Thomas Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten), San Juan... (see itinerary) Special Promotions Up to $1,000 Onboard Credit Up to $400 Credit on Back-to-Back Sailings	16 Nights	Add to Favorites Compare Favorites	from $3,509 per person (double occupancy) Includes taxes & fees Learn More
Dec 05, 2027 (Sunday) Other Dates	14 Night Caribbean Antigua Grenada and Saint Lucia Cruise Azamara Quest 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 $400 Credit on Back-to-Back Sailings	14 Nights	Add to Favorites Compare Favorites	from $3,579 per person (double occupancy) Includes taxes & fees Learn More
Nov 28, 2027 (Sunday) Other Dates	14 Night Caribbean Dominica Bequia and Grenada Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg (St. Maarten)... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	14 Nights	Add to Favorites Compare Favorites	from $3,649 per person (double occupancy) Includes taxes & fees Learn More
Nov 14, 2027 (Sunday) Other Dates	14 Night Caribbean Dominica Bequia and Grenada Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados 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	14 Nights	Add to Favorites Compare Favorites	from $3,799 per person (double occupancy) Includes taxes & fees Learn More
Nov 21, 2027 (Sunday) Other Dates	14 Night Caribbean Antigua Grenada and Saint Lucia Cruise Azamara Quest 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 $400 Credit on Back-to-Back Sailings	14 Nights	Add to Favorites Compare Favorites	from $3,799 per person (double occupancy) Includes taxes & fees Learn More
Dec 12, 2027 (Sunday) Other Dates	15 Night Caribbean Dominica Bequia and Grenada Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados 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	15 Nights	Add to Favorites Compare Favorites	from $3,929 per person (double occupancy) Includes taxes & fees Learn More
Nov 07, 2026 (Saturday) Other Dates	14 Night Caribbean San Juan St. Lucia and St. Kitts 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	14 Nights	Add to Favorites Compare Favorites	from $3,929 per person (double occupancy) Includes taxes & fees Learn More
Nov 14, 2026 (Saturday) Other Dates	14 Night Caribbean Barbados St. Lucia and St. Kitts Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados 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	14 Nights	Add to Favorites Compare Favorites	from $4,059 per person (double occupancy) Includes taxes & fees Learn More
Nov 06, 2027 (Saturday) Other Dates	15 Night Caribbean Antigua Grenada and Saint Lucia Cruise Azamara Quest Azamara Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico 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 The Signature Collection - Exclusive Amenities	15 Nights	Add to Favorites Compare Favorites	from $4,089 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

$1,269

Dec 05, 2026

7 Night Southern Caribbean Antigua Martinique and Grenada Cruise

7 Nights

$1,449

Nov 21, 2026

7 Night Southern Caribbean Bequia Grenada and Tobago Cruise

7 Nights

$1,719

Dec 05, 2027

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

7 Nights

$1,799

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

$2,439

Dec 27, 2027

9 Night Southern Caribbean Holiday Cruise Aruba Bonaire and Curacao Cruise

9 Nights

$2,549

Dec 28, 2026

8 Night 2026 New Years Eve Cruise Aruba Saint Lucia and Saint Croix Cruise

8 Nights

$2,649

Mar 13, 2028

9 Night Southern Caribbean Grenada St. Lucia and Martinique Cruise

9 Nights

$2,789

Jan 14, 2027

11 Night Eastern Caribbean St. Kitts Antigua and Martinique Cruise

11 Nights

$2,839

Nov 21, 2026

14 Night Caribbean San Juan Antigua and Barbados Cruise

14 Nights

$2,899

Dec 05, 2026

13 Night Caribbean San Juan Antigua and St. Lucia Cruise

13 Nights

$2,939

Nov 28, 2026

14 Night Caribbean Barbados St. Lucia and St. Maarten Cruise

14 Nights

$3,169

Dec 12, 2026

16 Night Caribbean Christmas Cruise Barbados St. Lucia and St. Thomas Cruise

16 Nights

$3,509

Dec 05, 2027

14 Night Caribbean Antigua Grenada and Saint Lucia Cruise

14 Nights

$3,579

Nov 28, 2027

14 Night Caribbean Dominica Bequia and Grenada Cruise

14 Nights

$3,649