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Azamara Quest
Azamara
Nov 28, 2027 - Dec 12, 2027 (14 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$3,199pp
Jim's Onboard Credit
Viking Sea
Viking
Nov 30, 2028 - Dec 10, 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
48% OFF
MSC Seashore
MSC Cruises
Mar 11, 2028 - Mar 19, 2028 (8 Nights)
Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$1,198pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Nov 29, 2026 - Dec 6, 2026 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Grand Turk • Miami
Average Starting Price
$3,965pp
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!

Wind Surf
Windstar Cruises
Dec 12, 2027 - Dec 19, 2027 (7 Nights)
Philipsburg, St. Maarten • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$2,432pp
Jim's Onboard Credit
Viking Sky
Viking
Nov 24, 2028 - Dec 4, 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
Celebrity Eclipse
Celebrity Cruises
Mar 11, 2028 - Mar 20, 2028 (9 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,223pp
Jim's Onboard Credit
Crystal Symphony
Crystal Cruises
Jan 7, 2029 - May 27, 2029 (140 Nights)
Melbourne, Australia • Portland, Australia • Penneshaw (Kangaroo Island), Australia • Adelaide, Australia • Adelaide, Australia • Esperance, Australia • Albany, Australia • Busselton, Australia • Perth (Fremantle), Australia • Perth (Fremantle), Australia • Komodo (Rinca), Indonesia • Benoa (Bali), Indonesia • Benoa (Bali), Indonesia • Waingapu, Sumba, Indonesia • Kupang, Indonesia • Darwin, Australia • Cairns (Yorkeys Knob), Australia • Cairns (Yorkeys Knob), Australia • Airlie Beach, Qld, Australia • Brisbane, Australia • Sydney, Nova Scotia • Wellington, New Zealand • Gisborne, New Zealand • Tauranga, New Zealand • Auckland, New Zealand • Auckland, New Zealand • Waitangi (Bay of Islands), New Zealand • Suva, Fiji • Apia, Samoa • International Dateline • Raiatea, French Polynesia • Bora Bora, French Polynesia • Moorea, French Polynesia • Moorea, French Polynesia • Papeete, French Polynesia • Huahine, French Polynesia • Rangiroa, French Polynesia • Fakarava, French Polynesia • Adamstown, Pitcairn Islands • Hanga Roa (Rapa Nui), Chile • Hanga Roa (Rapa Nui), Chile • Robinson Crusoe Island, Chile • Valparaíso, Chile • Puerto Montt, Chile • Castro, Chile • Chacabuco, Chile • Laguna San Rafael, Chile • Cruising the Chilean Fjords • Cruising the Chilean Fjords • Punta Arenas, Chile • Ushuaia, Argentina • Ushuaia, Argentina • Port Stanley, Falkland Islands • Puerto Madryn, Argentina • Puerto Madryn, Argentina • Punta del Este, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina • Montevideo, Uruguay • Montevideo, Uruguay • Balneario Camboriu, Brazil • Ilhabela, Brazil • Paraty, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Buzios, Brazil • Sao Salvador Da Bahia • Maceio, Brazil • Recife, Brazil • Santarem, Brazil • Boca de Valeria, Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Devil's Island, France • Bridgetown, Barbados • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico • Samana, Dominican Republic • Grand Turk • Fort Lauderdale • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • New York, New York • Newport, Rhode Island • Boston • Halifax, Nova Scotia • Sydney, Nova Scotia • St. Pierre • Saint John, New Brunswick • Cork (Cobh), Ireland • Plymouth, England • Portsmouth, England
Average Starting Price
$79,200pp
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!

Star Pride
Windstar Cruises
Nov 29, 2026 - Dec 6, 2026 (7 Nights)
San Juan, Puerto Rico • St. John • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$2,618pp
Jim's Onboard Credit
21% OFF
MSC World Europa
MSC Cruises
Mar 9, 2027 - Mar 23, 2027 (14 Nights)
Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$3,048pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Jan 16, 2027 - Jan 26, 2027 (10 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale
Average Starting Price
$1,459pp
Jim's Onboard Credit
49% OFF
MSC World Asia
MSC Cruises
Jan 1, 2028 - Jan 8, 2028 (7 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Roseau, Dominica • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • Fort-De-France, Martinique
Average Starting Price
$889pp
Jim's Onboard Credit
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