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44% OFF
Carnival Breeze
Carnival Cruise Line
Apr 24, 2027 - Apr 29, 2027 (5 Nights)
Galveston • Fun Day at Sea • Cozumel • Progreso, Mexico • Fun Day at Sea • Galveston
Average Starting Price
$437pp
Jim's Onboard Credit
46% OFF
Carnival Vista
Carnival Cruise Line
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Relaxaway Half Moon Cay • Nassau • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$562pp
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!

Explorer of the Seas
Royal Caribbean
Feb 10, 2027 - Feb 15, 2027 (5 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$474pp
Jim's Onboard Credit
Silver Shadow
Silversea
Jan 16, 2029 - Jan 27, 2029 (11 Nights)
San Juan del sur, Nicaragua • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Canouan, Saint Vincent and the Grenadines • Castries, St. Lucia • Les Saintes, F.W.I. • St John's, Antigua • Road Bay, Anguilla • San Juan del sur, Nicaragua
Average Starting Price
$6,900pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Feb 2, 2027 - Feb 23, 2027 (21 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$4,289pp
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!

Wind Surf
Windstar Cruises
Jan 16, 2028 - Jan 30, 2028 (14 Nights)
Philipsburg, St. Maarten • St John's, Antigua • 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
$3,970pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
Nov 28, 2027 - Dec 5, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$899pp
Jim's Onboard Credit
Enchantment of the Seas
Royal Caribbean
Dec 3, 2027 - Dec 8, 2027 (5 Nights)
Tampa • Cozumel • Costa Maya • Tampa
Average Starting Price
$586pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Jan 8, 2028 - Jan 22, 2028 (14 Nights)
Bridgetown, Barbados • Rodney Bay, Saint Lucia • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • 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
Average Starting Price
$9,038pp
Jim's Onboard Credit
49% OFF
Carnival Magic
Carnival Cruise Line
Dec 4, 2027 - Dec 12, 2027 (8 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$580pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Apr 18, 2027 - Apr 25, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,500pp
Jim's Onboard Credit
FREE Specialty Dining Meal

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

Star Pride
Windstar Cruises
Nov 22, 2026 - Nov 29, 2026 (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
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