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Grandeur of the Seas
Royal Caribbean
Aug 28, 2027 - Sep 4, 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
$648pp
Jim's Onboard Credit
Viking Sea
Viking
Dec 7, 2027 - Dec 17, 2027 (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
$4,299pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Mar 1, 2027 - Mar 8, 2027 (7 Nights)
San Juan, Puerto Rico • St John's, Antigua • Road Bay, Anguilla • Virgin Gorda, British Virgin Islands • Grand Turk • Miami
Average Starting Price
$4,550pp
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!

Viking Sky
Viking
Dec 9, 2027 - Dec 19, 2027 (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
Nieuw Amsterdam
Holland America Line
Mar 12, 2027 - Mar 21, 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!

EXPLORA III
Explora Journeys
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
Miami • Providenciales, Turks and Caicos Islands • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Bequia Island, Saint Vincent • Bridgetown, Barbados
Average Starting Price
$5,250pp
Jim's Onboard Credit
9% OFF
Crystal Grace
Crystal Cruises
Dec 22, 2028 - Jan 3, 2029 (12 Nights)
Fort Lauderdale • Grand Turk • St John's, Antigua • Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • St. Kitts • Fort Lauderdale
Average Starting Price
$8,350pp
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!

Azamara Journey
Azamara
Jan 14, 2027 - Jan 25, 2027 (11 Nights)
Miami • St. John • St. Thomas • Philipsburg, St. Maarten • Charlestown, Nevis • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Bridgetown, Barbados
Average Starting Price
$3,699pp
Jim's Onboard Credit
Insignia
Oceania Cruises
Nov 24, 2026 - Dec 19, 2026 (25 Nights)
Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Scarborough (Tobago), Trinidad and Tobago • Cruising the Amazon River • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Bridgetown, Barbados • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico • Nassau • Miami
Average Starting Price
$13,249pp
Jim's Onboard Credit
48% OFF
MSC Seashore
MSC Cruises
Nov 28, 2027 - Dec 12, 2027 (14 Nights)
Miami • Ocean Cay • Puerto Plata, Dominican Republic • Grand Turk • Miami • St John's, Antigua • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,414pp
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 Summit
Celebrity Cruises
Nov 7, 2027 - Nov 14, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$734pp
Jim's Onboard Credit
9% OFF
Crystal Symphony
Crystal Cruises
Dec 10, 2027 - Dec 19, 2027 (9 Nights)
San Juan, Puerto Rico • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • Gustavia, St. Barts • Tortola • Fort Lauderdale
Average Starting Price
$3,660pp
Jim's Onboard Credit
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