10 Night - Western Caribbean
Starting in Galveston, Tx, Cozumel, Mexico, Belize, Isla Tropicale, Roatan, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Galveston, Tx
2026 Sails: Nov 23, 2027: Jan 4, Feb 15, More...

7 Night - Western Caribbean - Port Canaveral
Starting in Orlando Beaches / Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Montego Bay, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Nov 23, More...

14 Night - Panama Canal & Central America
Starting in Fort Lauderdale, Florida, Sail the Caribbean Sea, Montego Bay, Sail the Caribbean Sea, Scenic Sailing Panama Canal, Colon, Puerto Limon, Sail the Caribbean Sea, Roatan, Belize City, Cozumel, Mexico, Sail the Caribbean Sea, Fort Lauderdale, Florida
2026 Sails: Nov 23, 2028: Nov 14, 2029: Jan 7, Jan 21, Feb 4, Feb 18, More...

18 Night - An Extended Journey of Historic Echoes & Ocean Breezes
Starting in Miami, Willemstad AN, Oranjestad, Santa Marta, Cartagena CO, George Town, Grand Cayman, Miami, Cozumel, Mexico, Costa Maya, Mexico, Santo Tomas, Belize City, Roatan Island, Miami
2026 Sails: Nov 25, More...

5 Night - Key West and Cozumel
Starting in Port Tampa Bay, Key West, FL, Cozumel, Mexico, Port Tampa Bay
2026 Sails: Nov 25, Dec 23, 2027: May 8, Jun 5, Jul 3, Sep 4, 2028: Feb 17, Mar 16, Apr 15, May 14, May 28, Jun 11, Jul 9, Jul 23, Aug 6, More...

21 Night - Caribbean Roundtrip from Miami
Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 26, More...

7 Night - Western Caribbean
Starting in Galveston, Tx, Isla Tropicale, Roatan, Belize, Cozumel, Mexico, Galveston, Tx
2026 Sails: Nov 28, 2027: Feb 6, Feb 20, Mar 6, Apr 3, Apr 17, May 1, More...

5 Night - Western Caribbean
Starting in Tampa, Fl, Isla Tropicale, Roatan, Cozumel, Mexico, Tampa, Fl
2026 Sails: Nov 28, Dec 12, 2027: Jan 9, Apr 3, Apr 17, Nov 27, Dec 11, 2028: Jan 8, Feb 5, Mar 4, Apr 1, More...

7 Night - Key West, Mexico & Cayman
Starting in Orlando (Port Canaveral), Fl, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Orlando (Port Canaveral), Fl
2026 Sails: Nov 28, Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Mar 6, Mar 20, Apr 3, More...

14 Night - Eastern & Western Caribbean : San Juan & Mexico
Starting in Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Nov 28, More...