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Rotterdam
Holland America Line
Mar 4, 2028 - Mar 18, 2028 (14 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Amber Cove, Dominican Republic • Grand Turk • Nassau • Fort Lauderdale
Average Starting Price
$3,559pp
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!

Crown Princess
Princess Cruises
Jan 24, 2027 - Jan 31, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$639pp
Jim's Onboard Credit
Sun Princess
Princess Cruises
Jan 31, 2027 - Feb 7, 2027 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$749pp
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!

Scarlet Lady
Virgin Voyages
Mar 4, 2028 - Mar 11, 2028 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$973pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Jan 29, 2028 - Feb 5, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • Oranjestad, Aruba • Willemstad, Curacao • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,169pp
Jim's Onboard Credit
Silver Dawn
Silversea
Nov 27, 2027 - Dec 11, 2027 (14 Nights)
Lisbon, Portugal • Funchal, Portugal • Santa Cruz de la Palma, Spain • Santa Cruz de Tenerife, Spain • Mindelo, Cape Verde • Gustavia, St. Barts • San Juan, Puerto Rico
Average Starting Price
$4,500pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Mar 10, 2029 - Mar 25, 2029 (15 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Celebration Key • Fort Lauderdale
Average Starting Price
$2,434pp
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!

Star Legend
Windstar Cruises
Feb 14, 2028 - Feb 28, 2028 (14 Nights)
San Juan, Puerto Rico • St. John • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • 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
$4,084pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 13, 2028 - Dec 23, 2028 (10 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St John's, Antigua • Martinique • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,300pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Dec 8, 2026 - Dec 18, 2026 (10 Nights)
Philadelphia • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Tortola • Philadelphia
Average Starting Price
$609pp
Jim's Onboard Credit
Valiant Lady
Virgin Voyages
Nov 20, 2026 - Nov 28, 2026 (8 Nights)
San Juan, Puerto Rico • St. Thomas • Willemstad, Curacao • Oranjestad, Aruba • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$952pp
Jim's Onboard Credit
41% OFF
Carnival Magic
Carnival Cruise Line
Dec 26, 2026 - Jan 3, 2027 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$978pp
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!

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