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Norwegian Aqua
Norwegian Cruise Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,149pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Jan 6, 2027 - Jan 15, 2027 (9 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,149pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Nov 29, 2026 - Dec 11, 2026 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Tortola • Manhattan
Average Starting Price
$1,529pp
Jim's Onboard Credit
Norwegian Luna
Norwegian Cruise Line
Jan 23, 2028 - Jan 30, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,019pp
Jim's Onboard Credit
Azamara Quest
Azamara
Nov 14, 2027 - Nov 28, 2027 (14 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$4,019pp
Jim's Onboard Credit
41% OFF
MSC Opera
MSC Cruises
Sep 13, 2027 - Sep 20, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic
Average Starting Price
$723pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Dec 19, 2028 - Jan 11, 2029 (23 Nights)
Miami • Progreso, Mexico • Cozumel • Roatan, Honduras • Harvest Caye, Belize • George Town, Cayman Islands • Miami • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Castries, St. Lucia • St John's, Antigua • Tortola • Miami
Average Starting Price
$11,599pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Emerald Princess
Princess Cruises
Feb 6, 2028 - Feb 20, 2028 (14 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,378pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Dec 19, 2027 - Jan 3, 2028 (15 Nights)
Philipsburg, St. Maarten • St John's, Antigua • Gustavia, St. Barts • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Charlestown, Nevis • Philipsburg, St. Maarten • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$4,545pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Norwegian Epic
Norwegian Cruise Line
Mar 17, 2028 - Mar 24, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,009pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Mar 13, 2027 - Mar 27, 2027 (14 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • Soper's Hole, Tortola • St. Kitts • Trois Ilets, Martinique • Bequia Island, Saint Vincent • Grenada • Bridgetown, Barbados
Average Starting Price
$11,618pp
Jim's Onboard Credit
Crystal Serenity
Crystal Cruises
Nov 8, 2026 - Nov 23, 2026 (15 Nights)
Lisbon, Portugal • Funchal, Portugal • Ponta Delgada (Azores), Portugal • Horta (Azores), Portugal • St John's, Antigua • Tortola • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$7,800pp
Jim's Onboard Credit
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