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Norwegian Getaway
Norwegian Cruise Line
Dec 22, 2026 - Dec 31, 2026 (9 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,219pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Rotterdam
Holland America Line
Dec 29, 2027 - Jan 15, 2028 (17 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$4,369pp
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!

Allure of the Seas
Royal Caribbean
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
Miami • Perfect Day Cococay • San Juan, Puerto Rico • Philipsburg, St. Maarten • Miami
Average Starting Price
$1,020pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Azamara Quest
Azamara
Oct 28, 2027 - Nov 21, 2027 (24 Nights)
New York, New York • Hamilton, Bermuda • Hamilton, Bermuda • Hamilton, Bermuda • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St. Thomas • 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 • Tortola • San Juan, Puerto Rico
Average Starting Price
$6,129pp
Jim's Onboard Credit
Silver Spirit
Silversea
Feb 6, 2027 - Feb 18, 2027 (12 Nights)
Miami • San Juan, Puerto Rico • St. John • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Grenada • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$5,000pp
Jim's Onboard Credit
31% OFF
Carnival Horizon
Carnival Cruise Line
Jan 6, 2029 - Jan 20, 2029 (14 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • St. Croix • Philipsburg, St. Maarten • St. Kitts • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$1,335pp
Jim's Onboard Credit
66% OFF
MSC Poesia
MSC Cruises
Nov 12, 2026 - Dec 3, 2026 (21 Nights)
Miami • St. Thomas • St. Kitts • Philipsburg, St. Maarten • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami
Average Starting Price
$9,300pp
Jim's Onboard Credit
Star Pride
Windstar Cruises
Nov 1, 2027 - Nov 15, 2027 (14 Nights)
San Juan, Puerto Rico • St. John • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • 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
$4,224pp
Jim's Onboard Credit
Hero of the Seas
Royal Caribbean
Jan 22, 2028 - Jan 29, 2028 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Perfect Day Cococay • Miami
Average Starting Price
$1,646pp
Jim's Onboard Credit
51% OFF
MSC Seaside
MSC Cruises
Dec 21, 2026 - Jan 4, 2027 (14 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami • Ocean Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$1,913pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

37% OFF
Carnival Festivale
Carnival Cruise Line
Sep 4, 2027 - Sep 12, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • Philipsburg, St. Maarten • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$948pp
Jim's Onboard Credit
Volendam
Holland America Line
Jan 5, 2027 - May 14, 2027 (129 Nights)
Fort Lauderdale • Enter Panama Canal at Cristobal • Panama Canal, Panama • Exit Panama Canal Balboa • Crossing the Equator • Manta, Ecuador • Lima, Peru • Lima, Peru • Easter Island (Sail By), Chile • Adamstown, Pitcairn Islands • Papeete, French Polynesia • Papeete, French Polynesia • Bahia d Opunoha, Moorea, French Polynesia • Bora Bora, French Polynesia • Crossing the International Date line • Apia, Samoa • Sanusavu, Fiji • Suva, Fiji • Lifou, New Caledonia • Noumea, New Caledonia • Sydney, Australia • Sydney, Australia • Airlie Beach, Qld, Australia • Townsville, Australia • Darwin, Australia • Benoa (Bali), Indonesia • Benoa (Bali), Indonesia • Surabaya, Indonesia • Semarang, Indonesia • Crossing the Equator • Singapore • Port Klang (Kuala Lumpur), Malaysia • Penang, Malaysia • Phuket, Thailand • Hambantota, Sri Lanka • Colombo, Sri Lanka • Male, Maldives • Port Louis, Mauritius • La Possession, Reunion • Port Elizabeth, South Africa • Cape Town, South Africa • Cape Town, South Africa • Cape Town, South Africa • Luderitz, Namibia • Walvis Bay, Namibia • Jamestown, Saint Helena • Jamestown, Saint Helena • Banjul, Gambia • Dakar, Senegal • Praia, Cape Verde • Mindelo, Cape Verde • Santa Cruz das Flores, Azoren • Las Palmas (Gran Canaria), Spain • Arrecife (Lanzarote), Spain • Casablanca, Morocco • Lisbon, Portugal • Porto, Portugal • Bilbao, Spain • Bordeaux, France • Bordeaux, France • Cherbourg, France • Rotterdam, Netherlands • Scenic cruising Oslofjord • Oslo, Norway • Copenhagen, Denmark • Copenhagen, Denmark • Aarhus, Denmark • Dover, England • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$28,444pp
Jim's Onboard Credit
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