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Cruise Dates

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October 2026

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57% OFF

Scenic Eclipse II

Scenic Ocean Cruises

Oct 15, 2027 - Oct 23, 2027 (8 Nights)

St John's, Antigua • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Little Bay, Montserrat • Havre-Saint-Pierre, Quebec • Soufrier Bay, St. Lucia • Mayreau Island, Saint Vincent and the Grenadines • Tobago Cays, Grenadines • Bridgetown, Barbados

Average Starting Price

Nov 6, 2027 - Nov 14, 2027 (8 Nights)

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

Average Starting Price

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

Sep 11, 2027 - Sep 18, 2027 (7 Nights)

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

Average Starting Price

Dec 26, 2027 - Jan 2, 2028 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

$1,813pp

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!

46% OFF

MSC Meraviglia

MSC Cruises

Feb 27, 2027 - Mar 13, 2027 (14 Nights)

Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Amber Cove, Dominican Republic • Miami • Grand Turk • Ocean Cay • Nassau • Miami

Average Starting Price

$1,205pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

27% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Jan 17, 2028 - Jan 27, 2028 (10 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Gustavia, St. Barts • St John's, Antigua • Tortola • Miami

Average Starting Price

Dec 23, 2027 - Jan 3, 2028 (11 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Grenada • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • Fort Lauderdale

Average Starting Price

Jan 12, 2028 - Jan 22, 2028 (10 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,459pp

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!

Rotterdam

Holland America Line

Feb 13, 2027 - Mar 6, 2027 (21 Nights)

Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,109pp

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!

Silver Nova

Silversea

Feb 11, 2028 - Feb 22, 2028 (11 Nights)

Miami • San Juan, Puerto Rico • Soper's Hole, Tortola • St. Kitts • St John's, Antigua • Gustavia, St. Barts • St. John • Miami

Average Starting Price

9% OFF

Jan 19, 2029 - Feb 19, 2029 (31 Nights)

Fort Lauderdale • Grand Turk • Samana, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • St. Kitts • Gustavia, St. Barts • San Juan, Puerto Rico • Gustavia, St. Barts • Pointe-à-Pitre, Guadeloupe • Kingstown, Saint Vincent Island, Saint Vincent • Scarborough (Tobago), Trinidad and Tobago • Devil's Island, France • Fortaleza, Brazil • Recife, Brazil • Maceio, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Santos (Sao Paulo), Brazil • Montevideo, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina

Average Starting Price

$18,210pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

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