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October 2026

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Allura

Oceania Cruises

Mar 21, 2027 - Mar 31, 2027 (10 Nights)

Miami • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Gustavia, St. Barts • St. Thomas • Tortola • Miami

Average Starting Price

49% OFF

Nov 5, 2027 - Nov 20, 2027 (15 Nights)

Miami • Ocean Cay • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami • Ocean Cay • Puerto Plata, Dominican Republic • Nassau • Miami

Average Starting Price

Dec 13, 2027 - Dec 23, 2027 (10 Nights)

Fort Lauderdale • St. Thomas • St John's, Antigua • Bridgetown, Barbados • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Oct 9, 2027 - Oct 16, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

Oct 31, 2027 - Nov 14, 2027 (14 Nights)

Baltimore • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • St. Kitts • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Grand Turk • Fun Day at Sea • Fun Day at Sea • Baltimore

Average Starting Price

$1,555pp

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!

Vision of the Seas

Royal Caribbean

Oct 29, 2027 - Nov 7, 2027 (9 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Jun 5, 2027 - Jun 12, 2027 (7 Nights)

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

Average Starting Price

46% OFF

Nov 1, 2027 - Nov 12, 2027 (11 Nights)

Miami • Fun Day at Sea • Fun Day at Sea • St. Thomas • Dominica • Grenada • Bridgetown, Barbados • St John's, Antigua • Fun Day at Sea • Fun Day at Sea • Celebration Key • Miami

Average Starting Price

$695pp

Jim's Onboard Credit

Norwegian Bliss

Norwegian Cruise Line

Nov 8, 2027 - Nov 20, 2027 (12 Nights)

Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St. Thomas • Tortola • Philipsburg, St. Maarten • Manhattan

Average Starting Price

Feb 28, 2027 - Mar 14, 2027 (14 Nights)

Miami • St. John • St John's, Antigua • Terre de Haut, Guadeloupe • St. Thomas • San Juan, Puerto Rico • Philipsburg, St. Maarten • Gustavia, St. Barts • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Grand Turk • Miami

Average Starting Price

$10,725pp

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!

Emerald Princess

Princess Cruises

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

Fort Lauderdale • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Nov 6, 2027 - Nov 20, 2027 (14 Nights)

New York, New York • St. Thomas • St. Kitts • St John's, Antigua • St. Lucia • Bridgetown, Barbados • Oranjestad, Aruba • Grand Turk • Miami

Average Starting Price

$1,014pp

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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