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Celebrity Ascent
Celebrity Cruises
Jan 25, 2027 - Feb 5, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$3,558pp
Jim's Onboard Credit
9% OFF
Crystal Serenity
Crystal Cruises
Feb 12, 2028 - Feb 29, 2028 (17 Nights)
Fort Lauderdale • Tortola • Gustavia, St. Barts • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia
Average Starting Price
$7,770pp
Jim's Onboard Credit
MSC Seaview
MSC Cruises
Nov 17, 2026 - Dec 4, 2026 (17 Nights)
Barcelona, Spain • Las Palmas (Gran Canaria), Spain • Philipsburg, St. Maarten • St. Kitts • Dominica • Bridgetown, Barbados • Saint George • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique
Average Starting Price
$1,798pp
Jim's Onboard Credit
Silver Nova
Silversea
Jan 13, 2029 - Jan 22, 2029 (9 Nights)
Fort Lauderdale • San Juan del sur, Nicaragua • St. Kitts • Gustavia, St. Barts • St John's, Antigua • Roseau, Dominica • Soufrier Bay, St. Lucia • Bridgetown, Barbados
Average Starting Price
$4,200pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Jan 2, 2028 - Jan 16, 2028 (14 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,378pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Jan 21, 2027 - Feb 5, 2027 (15 Nights)
Miami • St. Thomas • Road Bay, Anguilla • St. Pierre • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami
Average Starting Price
$10,280pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Dec 19, 2026 - Dec 26, 2026 (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
$558pp
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!

EXPLORA I
Explora Journeys
Dec 13, 2026 - Dec 27, 2026 (14 Nights)
Miami • St. John • St John's, Antigua • Terre de Haut, Guadeloupe • Philipsburg, St. Maarten • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Tortola • Gustavia, St. Barts • Gustavia, St. Barts • Road Bay, Anguilla • Miami
Average Starting Price
$9,335pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Feb 28, 2027 - Mar 12, 2027 (12 Nights)
Fort Lauderdale • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale
Average Starting Price
$1,902pp
Jim's Onboard Credit
49% OFF
MSC World Europa
MSC Cruises
Apr 10, 2027 - Apr 24, 2027 (14 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • Santa Cruz de Tenerife, Spain • Barcelona, Spain
Average Starting Price
$829pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Jan 25, 2028 - Feb 5, 2028 (11 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,244pp
Jim's Onboard Credit
Star Pride
Windstar Cruises
Mar 20, 2028 - Apr 3, 2028 (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
$4,014pp
Jim's Onboard Credit
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