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Celebrity Beyond
Celebrity Cruises
Jan 24, 2027 - Jan 31, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,172pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Feb 7, 2028 - Feb 19, 2028 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,589pp
Jim's Onboard Credit
Eurodam
Holland America Line
Feb 27, 2027 - Mar 9, 2027 (10 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale
Average Starting Price
$1,989pp
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!

Sky Princess
Princess Cruises
Feb 6, 2028 - Feb 13, 2028 (7 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale
Average Starting Price
$569pp
Jim's Onboard Credit
Seabourn Venture
Seabourn
Sep 17, 2027 - Oct 26, 2027 (39 Nights)
Kangerlussuaq, Greenland • Nuuk (Godthaab), Greenland • Pangnirtung, Nunavut • Evergreen Island • Lady Franklin Island, Canada • Monumental Island (Nunavut), Canada • Lower Savage Islands, Canada • Praslin • Nachvak Fiord, Torngat Mts, Canada • Ramah Bay • Robben Island, South Africa • Hebron, Canada • Nain, Canada • Indian Harbour, Newfoundland • Battle Harbour, Labrador • L'Anse aux Meadows, Newfoundland • Halifax, Nova Scotia • St. Kitts • Little Bay, Montserrat • Rodney Bay, Saint Lucia • Bridgetown, Barbados • Port of Spain, Trinidad • Devil's Island, France • Crossing the Equator • Fortaleza, Brazil • Natal, Brazil • Salvador, Brazil • Armacao dos Buzios, Brazil • Parati • Rio de Janeiro, Brazil
Average Starting Price
$36,129pp
Jim's Onboard Credit
EXPLORA IV
Explora Journeys
Apr 29, 2028 - May 6, 2028 (7 Nights)
San Juan, Puerto Rico • St. John • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Marigot Bay, St. Lucia • Miami
Average Starting Price
$3,755pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$578pp
Jim's Onboard Credit
FREE Specialty Dining Meal
49% OFF
MSC World Asia
MSC Cruises
Nov 21, 2027 - Nov 28, 2027 (7 Nights)
Pointe-à-Pitre, Guadeloupe • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$999pp
Jim's Onboard Credit
Marina
Oceania Cruises
Dec 22, 2026 - Jan 5, 2027 (14 Nights)
Miami • George Town, Cayman Islands • Montego Bay, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Miami
Average Starting Price
$4,699pp
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!

Seabourn Quest
Seabourn
Dec 20, 2026 - Jan 5, 2027 (16 Nights)
Miami • San Juan, Puerto Rico • Road Bay, Anguilla • St. Kitts • Marigot Bay, St. Martin, French West Indies • Terre de Haut, Guadeloupe • Fort-De-France, Martinique • Rodney Bay, Saint Lucia • Roseau, Dominica • Little Bay, Montserrat • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$11,163pp
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!

Silver Shadow
Silversea
Nov 30, 2026 - Dec 10, 2026 (10 Nights)
Miami • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$5,200pp
Jim's Onboard Credit
49% OFF
MSC Opera
MSC Cruises
Nov 29, 2027 - Dec 6, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • La Romana, Dominican Republic
Average Starting Price
$649pp
Jim's Onboard Credit
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