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56% OFF
Scenic Eclipse
Scenic Ocean Cruises
Oct 20, 2027 - Oct 31, 2027 (11 Nights)
Bridgetown, Barbados • Soufrier Bay, St. Lucia • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Mayreau Island, Saint Vincent and the Grenadines • Tobago Cays, Grenadines • Willemstad, Curacao • Cabo de La Vela, Colombia • Cartagena, Colombia • Guna Yala, San Blas Islands, Panama • Panama Canal, Panama • Panama City (Fuerte Amador), Panama
Average Starting Price
$9,863pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$763pp
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!

Valiant Lady
Virgin Voyages
Nov 7, 2026 - Nov 14, 2026 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Castries, St. Lucia • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$1,043pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
San Juan, Puerto Rico • Bridgetown, Barbados • Grenada • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$762pp
Jim's Onboard Credit
48% OFF
MSC Opera
MSC Cruises
Jun 21, 2027 - Jun 28, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic
Average Starting Price
$784pp
Jim's Onboard Credit
50% OFF
MSC World Asia
MSC Cruises
Nov 1, 2027 - Nov 20, 2027 (19 Nights)
Naples, Italy • Messina (Taormina), Italy • Valletta, Malta • Barcelona, Spain • Palma de Mallorca, Spain • Alicante, Spain • Malaga, Spain • Las Palmas (Gran Canaria), Spain • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique
Average Starting Price
$1,069pp
Jim's Onboard Credit
Volendam
Holland America Line
Dec 22, 2026 - Jan 5, 2027 (14 Nights)
Fort Lauderdale • Key West, Florida • Oranjestad, Aruba • Charlotteville, Tobago • Grenada • Bridgetown, Barbados • Castries, St. Lucia • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,664pp
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
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Martinique • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$651pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
May 1, 2027 - May 8, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$689pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Seabourn Venture
Seabourn
Oct 1, 2027 - Oct 9, 2027 (8 Nights)
Halifax, Nova Scotia • St. Kitts • Little Bay, Montserrat • Rodney Bay, Saint Lucia • Bridgetown, Barbados
Average Starting Price
$4,853pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$579pp
Jim's Onboard Credit
Azamara Quest
Azamara
Dec 5, 2027 - Dec 19, 2027 (14 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 • Tortola • San Juan, Puerto Rico
Average Starting Price
$3,529pp
Jim's Onboard Credit
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