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Port: Philipsburg, St. Maarten×
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48% OFF
MSC Meraviglia
MSC Cruises
Nov 15, 2026 - Nov 29, 2026 (14 Nights)
Miami • Grand Turk • Ocean Cay • Nassau • Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$2,155pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Enchanted Princess
Princess Cruises
Dec 3, 2026 - Dec 17, 2026 (14 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Martinique • Dominica • St. Lucia • Port of Spain, Trinidad • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$2,179pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Dec 22, 2028 - Jan 2, 2029 (11 Nights)
Bridgetown, Barbados • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Martinique • Bridgetown, Barbados
Average Starting Price
$1,870pp
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!

Star Princess
Princess Cruises
Mar 17, 2029 - Mar 25, 2029 (8 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Celebration Key • Fort Lauderdale
Average Starting Price
$1,225pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

Scarlet Lady
Virgin Voyages
Apr 22, 2028 - May 4, 2028 (12 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Funchal, Portugal • Tangier, Morocco • Barcelona, Spain
Average Starting Price
$1,428pp
Jim's Onboard Credit
47% OFF
MSC Opera
MSC Cruises
Sep 2, 2027 - Sep 16, 2027 (14 Nights)
Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados
Average Starting Price
$1,578pp
Jim's Onboard Credit
Azamara Quest
Azamara
Mar 13, 2028 - Mar 22, 2028 (9 Nights)
Bridgetown, Barbados • Grenada • Castries, St. Lucia • St. Pierre • Roseau, Dominica • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$3,149pp
Jim's Onboard Credit
49% OFF
MSC World Asia
MSC Cruises
Feb 27, 2028 - Mar 5, 2028 (7 Nights)
Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$1,089pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Apr 1, 2028 - Apr 8, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,269pp
Jim's Onboard Credit
Viking Sea
Viking
Nov 20, 2028 - Nov 30, 2028 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$3,799pp
Jim's Onboard Credit
Viking Sky
Viking
Dec 9, 2026 - Dec 22, 2026 (13 Nights)
Barcelona, Spain • Sail the Mediterranean Sea • Sail the Atlantic Ocean • Funchal, Portugal • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Philipsburg, St. Maarten • Sail the Caribbean Sea • Sail the Caribbean Sea • Fort Lauderdale
Average Starting Price
$3,299pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Feb 27, 2028 - Mar 5, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$764pp
Jim's Onboard Credit
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