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October 2026

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EXPLORA I

Explora Journeys

Dec 27, 2026 - Jan 11, 2027 (15 Nights)

Miami • Puerto Plata, Dominican Republic • Catalina Island, Dominican Republic • St. John • New Year Fireworks SJU • New Year Fireworks SJU • Great Harbor Jost Van Dyke, British Virgin Islands • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Little Bay, Montserrat • Tortola • Miami

Average Starting Price

$14,070pp

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!

Enchanted Princess

Princess Cruises

Jan 15, 2028 - Jan 25, 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

Jan 8, 2028 - Jan 15, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

50% OFF

May 31, 2027 - Jun 7, 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

$738pp

Jim's Onboard Credit

Norwegian Pearl

Norwegian Cruise Line

Jan 27, 2028 - Feb 7, 2028 (11 Nights)

Philadelphia • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia

Average Starting Price

Feb 22, 2029 - Mar 15, 2029 (21 Nights)

Miami • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • St. Thomas • St John's, Antigua • Roseau, Dominica • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Tortola • Miami • Miami • Cozumel • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

Feb 21, 2027 - Mar 7, 2027 (14 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Philipsburg, St. Maarten • Martinique • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Nov 21, 2027 - Nov 28, 2027 (7 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

Average Starting Price

Jul 17, 2027 - Jul 24, 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

Aug 10, 2027 - Sep 7, 2027 (28 Nights)

Copenhagen, Denmark • Visby (Gotland), Sweden • Stockholm, Sweden • Helsinki, Finland • Tallinn, Estonia • Riga, Latvia • Klaipeda, Lithuania • Gdynia, Poland • Oslo, Norway • Oslo, Norway • Skagen, Denmark • 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

45% OFF

Feb 21, 2027 - Mar 7, 2027 (14 Nights)

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

Average Starting Price

$1,155pp

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!

Celebrity Eclipse

Celebrity Cruises

Jan 29, 2028 - Feb 7, 2028 (9 Nights)

Fort Lauderdale • St. Thomas • St John's, Antigua • Castries, St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$1,191pp

Jim's Onboard Credit

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