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Cruise Dates

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October 2026

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25% OFF

Seven Seas Voyager

Regent Seven Seas Cruises

Dec 19, 2027 - Jan 13, 2028 (25 Nights)

Miami • Tortola • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Falmouth, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

$13,149pp

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!

21% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Dec 21, 2026 - Jan 4, 2027 (14 Nights)

Tampa • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Gustavia, St. Barts • Philipsburg, St. Maarten • Tortola • Miami

Average Starting Price

$12,399pp

Jim's Onboard Credit

20% OFF

Seven Seas Splendor

Regent Seven Seas Cruises

Dec 11, 2026 - Dec 28, 2026 (17 Nights)

Galveston • Montego Bay, Jamaica • Port Royal, Jamaica • Cap Cana (Punta Cana), Dominican Republic • San Juan, Puerto Rico • Tortola • St John's, Antigua • Gustavia, St. Barts • Philipsburg, St. Maarten • George Town, Cayman Islands • Galveston

Average Starting Price

48% OFF

Nov 14, 2027 - Nov 28, 2027 (14 Nights)

Miami • Ocean Cay • Puerto Plata, Dominican Republic • Nassau • Miami • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Miami

Average Starting Price

Feb 13, 2028 - Feb 27, 2028 (14 Nights)

Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • Cozumel • Fort Lauderdale

Average Starting Price

$1,193pp

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!

Azamara Journey

Azamara

Jan 14, 2027 - Jan 25, 2027 (11 Nights)

Miami • St. John • St. Thomas • Philipsburg, St. Maarten • Charlestown, Nevis • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Bridgetown, Barbados

Average Starting Price

$3,699pp

Jim's Onboard Credit

43% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

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

Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami

Average Starting Price

Nov 24, 2026 - Dec 19, 2026 (25 Nights)

Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Scarborough (Tobago), Trinidad and Tobago • Cruising the Amazon River • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Bridgetown, Barbados • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico • Nassau • Miami

Average Starting Price

Jul 10, 2027 - Jul 17, 2027 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami

Average Starting Price

$1,771pp

Jim's Onboard Credit

Adventure of the Seas

Royal Caribbean

Feb 23, 2028 - Mar 3, 2028 (9 Nights)

Port Canaveral (Orlando), Florida • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida

Average Starting Price

Dec 20, 2027 - Jan 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

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

San Juan, Puerto Rico • Philipsburg, St. Maarten • Gustavia, St. Barts • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Grand Turk • Miami • Providenciales, Turks and Caicos Islands • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Bequia Island, Saint Vincent • Bridgetown, Barbados

Average Starting Price

$10,395pp

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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