11 Night - Chairman's Voyage : America's 250Th Anniversary Cruise
Starting in New York, Wilmington, Delaware / Chesapeake and Delaware Canal, Baltimore, Maryland, Yorktown, Virginia, Wilmington, North Carolina, Charleston, South Carolina, Miami, Florida, Key West, Florida, Nassau, Bahamas
2026 Sails: Oct 5, More...

4 Night - Key West & Perfect Day Cruise
Starting in Fort Lauderdale, Florida, Perfect Day Cococay, Bahamas, Nassau, Bahamas, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Oct 12, More...

14 Night - Journeys - Eastern Caribbean
Starting in Galveston, Tx, Key West, FL, Grand Turk, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, St Maarten, St Croix, US Virgin Islands, Ocho Rios, Jamaica, Galveston, Tx
2026 Sails: Oct 17, 2027: Jan 16, More...

7 Night - Key West & Bahamas Cruise
Starting in Tampa, Florida, Key West, Florida, Bimini, Bahamas, Nassau, Bahamas, Tampa, Florida
2026 Sails: Oct 18, Nov 1, Nov 15, Nov 29, More...

15 Night - Grand Florida Coast & Keys Cruise
Starting in Amelia Island, FL, Day of Cruising, Green Cove Springs, FL, St Augustine, FL, Cruising the Tolomato River, Cape Canaveral, FL, Day of Cruising, West Palm Beach, FL, Key Biscayne, FL, Key West, FL, Day of Cruising, Marco Island, FL, Punta Gorda, FL, St Petersburg FL
2026 Sails: Oct 20, 2027: Nov 7, 2028: Nov 20, More...

4 Night - Key West & Bimini Beach Club
Starting in Miami, Key West, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Oct 22, More...

7 Night - Bahamas
Starting in Mobile, Al, Key West, FL, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Mobile, Al
2026 Sails: Oct 24, More...

7 Night - Eastern Caribbean : Amber Cove & Key West
Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Oct 24, More...

15 Night - Grand Florida Coast & Keys Cruise
Starting in Amelia Island, FL, Day of Cruising, Green Cove Springs, FL, St Augustine, FL, Cruising the Tolomato River, Cape Canaveral, FL, Day of Cruising, West Palm Beach, FL, Key Biscayne, FL, Key West, FL, Day of Cruising, Marco Island, FL, Punta Gorda, FL, St Petersburg FL
2026 Sails: Oct 30, More...

8 Night - Bahamas
Starting in Mobile, Al, Key West, FL, Celebration Key, the Bahamas, Princess Cays, the Bahamas, Nassau, Bahamas, Mobile, Al
2026 Sails: Oct 31, Nov 14, Nov 28, Dec 12, Dec 26, 2027: Feb 6, Feb 20, More...