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Celebrity Constellation
Celebrity Cruises
Jan 30, 2027 - Feb 6, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$685pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Feb 26, 2028 - Mar 7, 2028 (10 Nights)
Philadelphia • Tortola • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia
Average Starting Price
$1,029pp
Jim's Onboard Credit
22% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Mar 20, 2028 - Apr 16, 2028 (27 Nights)
Miami • Cruising the Atlantic Ocean • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Atlantic Ocean cruising • Atlantic Ocean cruising • Miami • Nassau • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Ponta Delgada (Azores), Portugal • Atlantic Ocean cruising • Santa Cruz de la Palma, Spain • Atlantic Ocean cruising • Tangier, Morocco • Malaga, Spain • Alicante, Spain • Barcelona, Spain
Average Starting Price
$16,049pp
Jim's Onboard Credit
9% OFF
Crystal Symphony
Crystal Cruises
Jan 3, 2028 - Jan 11, 2028 (8 Nights)
San Juan, Puerto Rico • Marigot Bay, St. Martin, French West Indies • St John's, Antigua • St. Kitts • Tortola • Samana, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$3,840pp
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!

Valiant Lady
Virgin Voyages
Jan 23, 2027 - Jan 29, 2027 (6 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Castries, St. Lucia • San Juan, Puerto Rico
Average Starting Price
$834pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Jan 17, 2027 - Jan 24, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Fort-De-France, Martinique • Kingstown, Saint Vincent Island, Saint Vincent • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$499pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Brilliant Lady
Virgin Voyages
Feb 8, 2027 - Feb 18, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,790pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Jan 29, 2027 - Feb 7, 2027 (9 Nights)
Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,834pp
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!

Rhapsody of the Seas
Royal Caribbean
Jan 23, 2027 - Jan 30, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$532pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Emerald Princess
Princess Cruises
Dec 12, 2027 - Dec 19, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Martinique • Dominica • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$749pp
Jim's Onboard Credit
Vista
Oceania Cruises
Mar 20, 2029 - Mar 31, 2029 (11 Nights)
Miami • San Juan, Puerto Rico • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Tortola • Miami
Average Starting Price
$4,999pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Dec 12, 2027 - Dec 27, 2027 (15 Nights)
Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$1,403pp
Jim's Onboard Credit
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