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21 Matched Sailings

Departing	Itinerary and Ship	Length	Save to Favorites	Priced from
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 $400 Credit on Back-to-Back Sailings The Signature Collection - Exclusive Amenities	9 Nights	Add to Favorites Compare Favorites	from $1,459 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 $400 Credit on Back-to-Back Sailings Up to $750 Onboard Credit	7 Nights	Add to Favorites Compare Favorites	from $1,569 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 Early Booking Savings The Signature Collection - A Hosted Sailing	7 Nights	Add to Favorites Compare Favorites	from $1,699 per person (double occupancy) Includes taxes & fees Learn More
Dec 09, 2027 (Thursday) Other Dates	13 Night Transatlantic Malaga to Miami Cruise Azamara Onward Azamara Cruises Starts: Malaga, Spain Ends: Miami, Florida Ports of Call: Malaga, Tangier, Charlotte Amalie (St Thomas), Miami (see itinerary) Special Promotions Early Booking Savings	13 Nights	Add to Favorites Compare Favorites	from $1,809 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 $1,879 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 Early Booking Savings	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 Early Booking Savings The Signature Collection - Exclusive Amenities	7 Nights	Add to Favorites Compare Favorites	from $1,919 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 $400 Credit on Back-to-Back Sailings Up to $750 Onboard Credit	9 Nights	Add to Favorites Compare Favorites	from $2,509 per person (double occupancy) Includes taxes & fees Learn More
Dec 04, 2026 (Friday) Other Dates	13 Night Transatlantic Cruise Azamara Quest Azamara Cruises Starts: Malaga, Spain Ends: Miami, Florida Ports of Call: Malaga, Tangier, San Juan, Miami (see itinerary) Special Promotions Up to $750 Onboard Credit Azamara Loyalty Savings The Signature Collection - Exclusive Amenities	13 Nights	Add to Favorites Compare Favorites	from $2,929 per person (double occupancy) Includes taxes & fees Learn More
Dec 22, 2027 (Wednesday) Other Dates	14 Night Caribbean Holiday Cruise Sint Maarten Saint Lucia and Barbados Cruise Azamara Onward Azamara Cruises Starts: Miami, Florida Ends: Miami, Florida Ports of Call: Miami, Bimini Islands, Virgin Gorda, Philipsburg (St. Maarten), Basseterre... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings Early Booking Savings	14 Nights	Add to Favorites Compare Favorites	from $3,959 per person (double occupancy) Includes taxes & fees Learn More
Oct 28, 2027 (Thursday) Other Dates	17 Night Bermuda and Caribbean Combination Cruise Sint Maarten Antigua and Tobago Cruise Azamara Quest Azamara Cruises Starts: New York, New York Ends: Bridgetown, Barbados Ports of Call: New York, Hamilton, Philipsburg (St. Maarten), Road Town, San Juan, Charlotte Amalie (St Thomas)... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	17 Nights	Add to Favorites Compare Favorites	from $4,129 per person (double occupancy) Includes taxes & fees Learn More
Jan 05, 2028 (Wednesday) Other Dates	14 Night Aruba Colombia and Panama Oranjestad Cartagena and Panama City Cruise Azamara Onward Azamara Cruises Starts: Miami, Florida Ends: Callao, Peru Ports of Call: Miami, Oranjestad, Willemstad (Curacao), Cartagena, Colon, Cruising the Panama Canal, Fuerte Amador... (see itinerary) Special Promotions Early Booking Savings	14 Nights	Add to Favorites Compare Favorites	from $4,369 per person (double occupancy) Includes taxes & fees Learn More
Oct 29, 2026 (Thursday) Other Dates	16 Night Caribbean Combination Cruise New York Bermuda and Barbados Cruise Azamara Journey Azamara Cruises Starts: New York, New York Ends: Bridgetown, Barbados Ports of Call: New York, Hamilton, Philipsburg (St. Maarten), Road Town, San Juan, Virgin Gorda, St John's... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings Up to $750 Onboard Credit	16 Nights	Add to Favorites Compare Favorites	from $4,519 per person (double occupancy) Includes taxes & fees Learn More
Feb 28, 2028 (Monday) Other Dates	14 Night Brazil Intensive Cruise Salvador Natal and Belem Cruise Azamara Quest Azamara Cruises Starts: Rio de Janeiro, Brazil Ends: Bridgetown, Barbados Ports of Call: Rio de Janeiro, Salvador de Bahia, Natal, Belem, Ile Royale, Scarborough, Bridgetown (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings Early Booking Savings	14 Nights	Add to Favorites Compare Favorites	from $4,679 per person (double occupancy) Includes taxes & fees Learn More
Dec 28, 2026 (Monday) Other Dates	17 Night Caribbean Combination Cruise Barbados Aruba and Saint Barthelemy Cruise Azamara Journey Azamara Cruises Starts: Bridgetown, Barbados Ends: Miami, Florida Ports of Call: Bridgetown, Oranjestad, Willemstad (Curacao), Castries, Charlestown, Frederiksted, San Juan... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings Up to $750 Onboard Credit Azamara Loyalty Savings	17 Nights	Add to Favorites Compare Favorites	from $5,719 per person (double occupancy) Includes taxes & fees Learn More
Oct 28, 2027 (Thursday) Other Dates	24 Night Bermuda and Caribbean Combination Cruise Tortola Barbados and St. Kitts 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, Charlotte Amalie (St Thomas)... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	24 Nights	Add to Favorites Compare Favorites	from $5,949 per person (double occupancy) Includes taxes & fees Learn More
Oct 19, 2026 (Monday) Other Dates	26 Night Canada and Caribbean Combination Cruise Montreal Quebec and Barbados Cruise Azamara Journey Azamara Cruises Starts: Montreal, Canada Ends: Bridgetown, Barbados Ports of Call: Montreal, Quebec City, Cruising the Saguenay River, Saguenay Quebec Canada, Charlottetown, Sydney... (see itinerary)	26 Nights	Add to Favorites Compare Favorites	from $7,259 per person (double occupancy) Includes taxes & fees Learn More
Dec 27, 2027 (Monday) Other Dates	28 Night Caribbean Central America and Peru Combination Cruise Aruba Miami and Panama Canal Cruise Azamara Quest Azamara Cruises Starts: Bridgetown, Barbados Ends: Santiago (Valparaiso), Chile Ports of Call: Bridgetown, Bonaire, Willemstad (Curacao), Oranjestad, Puerto Plata, Nassau, Miami, Cozumel... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings Early Booking Savings	28 Nights	Add to Favorites Compare Favorites	from $8,779 per person (double occupancy) Includes taxes & fees Learn More
Feb 16, 2028 (Wednesday) Other Dates	35 Night Buenos Aires to Miami Grand Voyage Cruise Azamara Quest Azamara Cruises Starts: Buenos Aires, Argentina Ends: Miami, Florida Ports of Call: Buenos Aires, Montevideo, Rio Grande, Porto Belo, Sao Francisco do Sul, Paranagua... (see itinerary) Special Promotions Up to $400 Credit on Back-to-Back Sailings	35 Nights	Add to Favorites Compare Favorites	from $12,129 per person (double occupancy) Includes taxes & fees Learn More
Jan 14, 2027 (Thursday) Other Dates	34 Night South America Combination Cruise Miami Rio de Janeiro and Buenos Aires Cruise Azamara Journey Azamara Cruises Starts: Miami, Florida Ends: Buenos Aires, Argentina Ports of Call: Miami, St John, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Charlestown, St John's... (see itinerary)	34 Nights	Add to Favorites Compare Favorites	from $12,329 per person (double occupancy) Includes taxes & fees Learn More
Jan 14, 2027 (Thursday) Other Dates	74 Night Circle South America Grand Voyage Cruise Azamara Journey Azamara Cruises Starts: Miami, Florida Ends: Miami, Florida Ports of Call: Miami, St John, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Charlestown, St John's... (see itinerary)	74 Nights	Add to Favorites Compare Favorites	from $29,549 per person (double occupancy) Includes taxes & fees Learn More