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Silver Shadow
Silversea
Feb 17, 2029 - Feb 27, 2029 (10 Nights)
San Juan del sur, Nicaragua • Rodney Bay, Saint Lucia • Grenada • Bridgetown, Barbados • Canouan, Saint Vincent and the Grenadines • Bequia Island, Saint Vincent • Roseau, Dominica • Little Bay, Montserrat • St. Kitts • San Juan del sur, Nicaragua
Average Starting Price
$6,200pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Feb 6, 2027 - Feb 13, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,174pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
Dec 5, 2027 - Dec 12, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$839pp
Jim's Onboard Credit
Explorer of the Seas
Royal Caribbean
Jan 27, 2027 - Feb 5, 2027 (9 Nights)
Port Canaveral (Orlando), Florida • Oranjestad, Aruba • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,083pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Allure of the Seas
Royal Caribbean
Apr 18, 2027 - Apr 25, 2027 (7 Nights)
Miami • Nassau • Perfect Day Cococay • Cozumel • Costa Maya • Miami
Average Starting Price
$787pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Wind Surf
Windstar Cruises
Mar 13, 2027 - Mar 27, 2027 (14 Nights)
Philipsburg, St. Maarten • Falmouth (English Harbour), Antigua & Barbuda • 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 • Gustavia, St. Barts • 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
$6,000pp
Jim's Onboard Credit
45% OFF
Carnival Venezia
Carnival Cruise Line
Apr 18, 2027 - Apr 25, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$584pp
Jim's Onboard Credit
46% OFF
Carnival Vista
Carnival Cruise Line
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$567pp
Jim's Onboard Credit
Symphony of the Seas
Royal Caribbean
Nov 28, 2027 - Dec 4, 2027 (6 Nights)
Fort Lauderdale • Nassau • Perfect Day Cococay • Falmouth, Jamaica • Fort Lauderdale
Average Starting Price
$861pp
Jim's Onboard Credit
Enchantment of the Seas
Royal Caribbean
Apr 18, 2027 - Apr 24, 2027 (6 Nights)
Tampa • Costa Maya • Roatan, Honduras • Cozumel • Tampa
Average Starting Price
$503pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Seabourn Ovation
Seabourn
Jan 29, 2028 - Feb 12, 2028 (14 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • Soper's Hole, Tortola • St. Kitts • Trois Ilets, Martinique • Bequia Island, Saint Vincent • Grenada • Bridgetown, Barbados
Average Starting Price
$10,808pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Jan 23, 2027 - Feb 13, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$4,079pp
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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