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Rotterdam
Holland America Line
Dec 1, 2026 - Dec 12, 2026 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,924pp
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!

Caribbean Princess
Princess Cruises
Aug 22, 2027 - Sep 7, 2027 (16 Nights)
Copenhagen, Denmark • Gothenburg, Sweden • Runavik (Faroe Islands), Denmark • Seydisfjordur, Iceland • Akureyri, Iceland • Isafjoerdur, Iceland • Reykjavik, Iceland • St John's, Newfoundland • Halifax, Nova Scotia • Boston
Average Starting Price
$4,039pp
Jim's Onboard Credit
51% OFF
MSC Opera
MSC Cruises
Oct 18, 2027 - Oct 25, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic
Average Starting Price
$623pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Apr 7, 2028 - Apr 17, 2028 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,640pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$609pp
Jim's Onboard Credit
FREE Specialty Dining Meal
EXPLORA III
Explora Journeys
Dec 28, 2026 - Jan 5, 2027 (8 Nights)
San Juan, Puerto Rico • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • St. John • New Year Fireworks SJU • New Year Fireworks SJU • Samana, Dominican Republic • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$12,750pp
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!

Viking Sea
Viking
Jan 5, 2027 - Jan 15, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$6,799pp
Jim's Onboard Credit
27% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Oct 14, 2028 - Nov 7, 2028 (24 Nights)
Lisbon, Portugal • Cruising the Atlantic Ocean • Arrecife (Lanzarote), Spain • Las Palmas (Gran Canaria), Spain • Santa Cruz de Tenerife, Spain • Santa Cruz de la Palma, Spain • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Nassau • Miami • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Gustavia, St. Barts • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Miami
Average Starting Price
$12,399pp
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
$6,000pp
Jim's Onboard Credit
EXPLORA IV
Explora Journeys
Aug 27, 2027 - Sep 15, 2027 (19 Nights)
Southampton, England • Belfast, Northern Ireland • Isle of Lewis & Shiant Islands, Outer Hebrides • Akureyri, Iceland • Isafjoerdur, Iceland • Reykjavik, Iceland • Reykjavik, Iceland • Sailing Prince Christian Sund • Paamiut (Frederickshaab), Greenland • Qaqortoq (Julianehåb), Greenland • St John's, Newfoundland • Havre-Saint-Pierre, Quebec • Quebec City, Quebec • Quebec City, Quebec
Average Starting Price
$17,125pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Mar 5, 2028 - Mar 19, 2028 (14 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,908pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Mar 13, 2027 - Mar 27, 2027 (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
$10,918pp
Jim's Onboard Credit
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