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Jewel of the Seas
Royal Caribbean
Aug 29, 2028 - Sep 15, 2028 (17 Nights)
Copenhagen, Denmark • Aarhus, Denmark • Reykjavik, Iceland • Reykjavik, Iceland • Isafjoerdur, Iceland • Akureyri, Iceland • Prins Christian Sund • Qaqortoq (Julianehåb), Greenland • St John's, Newfoundland • Halifax, Nova Scotia • Boston
Average Starting Price
$2,724pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Jan 16, 2028 - Jan 30, 2028 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Bridgetown, Barbados • St. Lucia • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,308pp
Jim's Onboard Credit
Silver Nova
Silversea
Jan 3, 2029 - Jan 13, 2029 (10 Nights)
Fort Lauderdale • Grand Turk • Road Bay, Anguilla • St John's, Antigua • Gustavia, St. Barts • St. John • Fort Lauderdale
Average Starting Price
$5,800pp
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!

Celebrity Constellation
Celebrity Cruises
Nov 17, 2026 - Nov 28, 2026 (11 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Castries, St. Lucia • Grenada • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$1,296pp
Jim's Onboard Credit
42% OFF
MSC Opera
MSC Cruises
Aug 27, 2027 - Sep 3, 2027 (7 Nights)
Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique
Average Starting Price
$917pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Nov 20, 2027 - Dec 5, 2027 (15 Nights)
Philipsburg, St. Maarten • Gustavia, St. Barts • St John's, Antigua • Deshaies, Guadeloupe • 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 • Philipsburg, St. Maarten • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten
Average Starting Price
$4,845pp
Jim's Onboard Credit
49% OFF
MSC World Europa
MSC Cruises
Apr 10, 2027 - Apr 24, 2027 (14 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • Santa Cruz de Tenerife, Spain • Barcelona, Spain
Average Starting Price
$829pp
Jim's Onboard Credit
48% OFF
MSC World Asia
MSC Cruises
Oct 31, 2027 - Nov 20, 2027 (20 Nights)
Genoa (Portofino), Italy • Naples, Italy • Messina (Taormina), Italy • Valletta, Malta • Barcelona, Spain • Palma de Mallorca, Spain • Alicante, Spain • Malaga, Spain • Las Palmas (Gran Canaria), Spain • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique
Average Starting Price
$1,279pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Feb 20, 2027 - Feb 27, 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
$568pp
Jim's Onboard Credit
FREE Specialty Dining Meal
5% OFF
Nieuw Amsterdam
Holland America Line
Dec 11, 2026 - Dec 20, 2026 (9 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$829pp
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!

29% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 9, 2029 - Jan 19, 2029 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • St John's, Antigua • Tortola • Miami
Average Starting Price
$7,299pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Feb 15, 2028 - Feb 26, 2028 (11 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,574pp
Jim's Onboard Credit
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