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October 2026

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29% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Jan 19, 2029 - Jan 29, 2029 (10 Nights)

Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Roseau, Dominica • St. Thomas • Miami

Average Starting Price

42% OFF

Apr 10, 2027 - Apr 30, 2027 (20 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 • Marseille (Provence), France • Genoa (Portofino), Italy • La Spezia, Italy • Rome (Civitavecchia), Italy • Palma de Mallorca, Spain

Average Starting Price

Jan 13, 2029 - Feb 3, 2029 (21 Nights)

San Juan, Puerto Rico • Sail the Caribbean Sea • Bridgetown, Barbados • Sail the Atlantic Ocean • Iles du Salut (Ile Royale), French Guiana • Sail the Atlantic Ocean • Sail the Mouth of the Amazon River • Santarem, Brazil • Parintins, Brazil • Manaus, Brazil • Manaus, Brazil • Sail the Amazon River • Sail the Amazon River • Belem, Brazil • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Feb 5, 2028 - Feb 15, 2028 (10 Nights)

Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

Feb 12, 2028 - Feb 19, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico

Average Starting Price

Sep 3, 2028 - Sep 24, 2028 (21 Nights)

Southampton, England • Oban, Scotland • Isle of Lewis & Shiant Islands, Outer Hebrides • Akureyri, Iceland • Isafjoerdur, Iceland • Reykjavik, Iceland • Reykjavik, Iceland • Reykjavik, Iceland • Sailing Prince Christian Sund • Paamiut (Frederickshaab), Greenland • Qaqortoq (Julianehåb), Greenland • St John's, Newfoundland • Havre-Saint-Pierre, Quebec • Sydney, Nova Scotia • Halifax, Nova Scotia • New York, New York

Average Starting Price

Mar 7, 2027 - Apr 9, 2027 (33 Nights)

Buenos Aires, Argentina • Montevideo, Uruguay • Punta del Este, Uruguay • Rio Grande Do Sul, Brazil • Florianopolis, Brazil • Itajai, Brazil • Santos (Sao Paulo), Brazil • Paraty, Brazil • Ilha Grande, Brazil • Buzios, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Cruising the Amazon River • Alter Do Chao, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Santarem, Brazil • Cruising the Amazon River • Bridgetown, Barbados • St John's, Antigua • St. Thomas • Miami

Average Starting Price

Dec 19, 2027 - Jan 5, 2028 (17 Nights)

San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • Portsmouth, Dominica • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Puerto Plata, Dominican Republic • Nassau • Miami

Average Starting Price

$4,929pp

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!

Crown Princess

Princess Cruises

Jan 31, 2027 - Feb 14, 2027 (14 Nights)

San Juan, Puerto Rico • St. Thomas • Pointe-à-Pitre, Guadeloupe • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Dominica • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Aug 7, 2027 - Sep 19, 2027 (43 Nights)

Venice, Italy • Split, Croatia • Kotor, Montenegro • Corfu, Greece • Messina (Taormina), Italy • Salerno, Italy • Rome (Civitavecchia), Italy • Cinque Terre (La Spezia), Italy • Toulon, France • Barcelona, Spain • Valencia, Spain • Cartagena, Spain • Malaga, Spain • Melilla, Morocco • Tangier, Morocco • Cadiz, Spain • Cadiz, Spain • Portimão, Portugal • Lisbon, Portugal • Porto, Portugal • Ferrol, Spain • La Coruna, Spain • Bilbao, Spain • Biarritz, France • Le Verdon, France • Brest, France • St. Peter Port, Guernsey • Southampton, England • Dublin, Ireland • Greencastle, Northern Ireland • Reykjavik, Iceland • Isafjoerdur, Iceland • St John's, Newfoundland • Havre-Saint-Pierre, Quebec • Sydney, Nova Scotia • Halifax, Nova Scotia • New York, New York

Average Starting Price

Feb 19, 2028 - Feb 26, 2028 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Dec 3, 2026 - Dec 13, 2026 (10 Nights)

Fort Lauderdale • Tortola • Gustavia, St. Barts • Pointe-à-Pitre, Guadeloupe • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • Marigot Bay, St. Martin, French West Indies • St. Thomas • Fort Lauderdale

Average Starting Price

$4,400pp

Jim's Onboard Credit

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