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Seabourn Quest
Seabourn
Nov 18, 2028 - Dec 28, 2028 (40 Nights)
Miami • Basseterre, St. Kitts and Nevis • Port Elizabeth, South Africa • Saint Georges, Grenada • Port of Spain, Trinidad • Cruising the Amazon River • Macapa, , Brazil • Cruising the Amazon River • Cruising the Amazon River • Santarem, Brazil • Parintins, Brazil • Manaus, Brazil • Manaus, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Devil's Island, France • Castries, St. Lucia • Gustavia, St. Barts • St. John • Miami • San Juan, Puerto Rico • Road Bay, Anguilla • Little Bay, Montserrat • Carambola Beach, Saint Kitts and Nevis • Great Harbour, Jost Van Dyke, B.V.I • Miami
Average Starting Price
$22,139pp
Jim's Onboard Credit
Silver Spirit
Silversea
Dec 13, 2028 - Dec 22, 2028 (9 Nights)
Miami • Bimini • Puerto Plata, Dominican Republic • Samana, Dominican Republic • La Romana, Dominican Republic • Grand Turk • Miami
Average Starting Price
$3,900pp
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!

Sirena
Oceania Cruises
Aug 25, 2027 - Sep 3, 2027 (9 Nights)
Lisbon, Portugal • Porto, Portugal • Santiago de Compostela • La Coruna, Spain • Bilbao, Spain • Biarritz, France • Bordeaux, France • Brest, France • St. Peter Port, Guernsey • London (Gatwick), England
Average Starting Price
$2,999pp
Jim's Onboard Credit
2% OFF
Carnival Legend
Carnival Cruise Line
Jan 31, 2027 - Feb 13, 2027 (13 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Limon, Costa Rica • Colon, Panama • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Tampa
Average Starting Price
$1,332pp
Jim's Onboard Credit
Viking Sea
Viking
Jan 27, 2028 - Feb 6, 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
$4,299pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Jan 29, 2027 - Feb 5, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$4,690pp
Jim's Onboard Credit
Azamara Journey
Azamara
Dec 5, 2026 - Dec 18, 2026 (13 Nights)
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 • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$11,569pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Apr 10, 2027 - Apr 17, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida
Average Starting Price
$1,055pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Nov 21, 2027 - Nov 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$684pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Jan 10, 2028 - Jan 17, 2028 (7 Nights)
San Juan, Puerto Rico • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico
Average Starting Price
$2,411pp
Jim's Onboard Credit
35% OFF
Carnival Mardi Gras
Carnival Cruise Line
Mar 27, 2027 - Apr 3, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Nassau • Relaxaway Half Moon Cay • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$942pp
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!

Silver Shadow
Silversea
Mar 9, 2027 - Mar 23, 2027 (14 Nights)
San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • Santa Cruz de la Palma, Spain • Santa Cruz de Tenerife, Spain • Lisbon, Portugal
Average Starting Price
$3,950pp
Jim's Onboard Credit
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