Cheap Eastern Caribbean Cruises on CruiseCheap.com

Eastern Caribbean Cruises Calendar
Popular Eastern Caribbean Cruises

Month	Number of Cruises	From Price
May 2026	55 cruises	$478
Jun 2026	49 cruises	$742
Jul 2026	47 cruises	$694
Aug 2026	65 cruises	$514
Sep 2026	58 cruises	$464
Oct 2026	109 cruises	$469
Nov 2026	221 cruises	$319
Dec 2026	283 cruises	$279
Jan 2027	271 cruises	$308
Feb 2027	227 cruises	$348
Mar 2027	201 cruises	$426
Apr 2027	89 cruises	$419
May 2027	36 cruises	$589
Jun 2027	36 cruises	$732
Jul 2027	39 cruises	$832
Aug 2027	36 cruises	$682
Sep 2027	37 cruises	$562
Oct 2027	87 cruises	$574
Nov 2027	172 cruises	$374
Dec 2027	221 cruises	$369
Jan 2028	223 cruises	$481
Feb 2028	176 cruises	$404
Mar 2028	155 cruises	$437
Apr 2028	60 cruises	$645
Sep 2028	2 cruises	$3,499
Oct 2028	5 cruises	$5,059
Nov 2028	6 cruises	$4,479

7 Night Caribbean Cruise from Miami	Duration	Priced from
Norwegian Luna Norwegian Cruise Line 71 Sail Dates: 5/9; 5/16; 5/23; 5/30; 6/6; 6/13; 6/20; 6/27; 7/4; 7/11; See More Starting Port: Miami, Florida, United States Ending Port: Miami, Florida, United States Ports of Call: Miami, Puerto Plata, St Thomas, Tortola, Great Stirrup Cay, Miami	7 Nights	$859 per person (double occupancy)

7 Night Perfect Day at CocoCay and Caribbean Cruise from Port Canaveral	Duration	Priced from
Star of the Seas Royal Caribbean Cruises 51 Sail Dates: 11/1; 11/15; 11/29; 12/13; 1/10/27; 1/24/27; 2/7/27; 2/21/27; 3/7/27; 3/21/27; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, Perfect Day at CocoCay Bahamas, Charlotte Amalie (St Thomas)...	7 Nights	$1,230 per person (double occupancy)

7 Night Eastern Caribbean from Port Canaveral (Orlando) Cruise	Duration	Priced from
Mardi Gras Carnival Cruises 41 Sail Dates: 5/9; 5/16; 5/23; 6/6; 6/13; 6/20; 7/4; 7/11; 7/18; 8/1; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, Nassau, Half Moon Cay, Amber Cove, Celebration Key, Port Canaveral	7 Nights	$524 per person (double occupancy)

7 Night Eastern Caribbean Cruise from Port Canaveral	Duration	Priced from
Disney Treasure Disney Cruises 30 Sail Dates: 5/9; 5/23; 6/6; 6/20; 7/4; 7/18; 8/1; 8/15; 8/29; 11/7; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, Tortola, St Thomas, Disney Castaway Cay, Port Canaveral	7 Nights	$1,917 per person (double occupancy)

8 Night Eastern Caribbean from Miami Cruise	Duration	Priced from
Carnival Magic Carnival Cruises 25 Sail Dates: 6/13; 7/11; 8/8; 9/5; 10/3; 10/31; 11/28; 12/18; 12/26; 1/23/27; See More Starting Port: Miami, Florida, United States Ending Port: Miami, Florida, United States Ports of Call: Miami, Princess Cays, San Juan, Sint Maarten, Charlotte Amalie (St Thomas), Miami	8 Nights	$494 per person (double occupancy)

7 Night Perfect Day at CocoCay and Caribbean Cruise from Miami	Duration	Priced from
Icon of the Seas Royal Caribbean Cruises 25 Sail Dates: 11/7; 11/21; 12/5; 1/2/27; 1/16/27; 1/30/27; 2/13/27; 2/27/27; 3/13/27; 3/27/27; See More Starting Port: Miami, Florida, United States Ending Port: Miami, Florida, United States Ports of Call: Miami, Philipsburg (St. Maarten), Charlotte Amalie (St Thomas), Perfect Day at CocoCay Bahamas...	7 Nights	$1,317 per person (double occupancy)

14 Night Star Collector Caribbean Explorations Cruise from Philipsburg (St. Maarten)	Duration	Priced from
Wind Surf Windstar Cruises 24 Sail Dates: 12/19; 12/26; 1/2/27; 1/9/27; 1/16/27; 1/23/27; 1/30/27; 2/6/27; 2/13/27; 2/20/27; See More Starting Port: Philipsburg (St. Maarten), Netherlands Antilles Ending Port: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour...	14 Nights	$4,519 per person (double occupancy)

5 Night Caribbean Cruise from Port Canaveral	Duration	Priced from
Norwegian Breakaway Norwegian Cruise Line 21 Sail Dates: 11/10/27; 11/19/27; 11/24/27; 12/3/27; 12/8/27; 12/17/27; 12/22/27; 12/31/27; 1/5/28; 1/14/28; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, Puerto Plata, Great Stirrup Cay, Port Canaveral	5 Nights	$699 per person (double occupancy)

14 Night Eastern/Western Caribbean Adventurer Cruise from Fort Lauderdale	Duration	Priced from
Regal Princess Princess Cruises 20 Sail Dates: 5/9; 5/16; 5/23; 5/30; 6/6; 6/27; 7/4; 7/11; 7/18; 7/25; See More Starting Port: Fort Lauderdale, Florida, United States Ending Port: Fort Lauderdale, Florida, United States Ports of Call: Fort Lauderdale, Princess Cays, Amber Cove, Grand Turk, Fort Lauderdale, Cozumel, Belize City...	14 Nights	$968 per person (double occupancy)

14 Night Eastern/Western Caribbean Adventurer with Celebration Key Cruise from Fort Lauderdale	Duration	Priced from
Star Princess Princess Cruises 20 Sail Dates: 10/24; 10/31; 11/7; 11/14; 11/21; 11/28; 12/5; 12/12; 1/2/27; 1/9/27; See More Starting Port: Fort Lauderdale, Florida, United States Ending Port: Fort Lauderdale, Florida, United States Ports of Call: Fort Lauderdale, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, Grand Turk, Amber Cove...	14 Nights	$1,258 per person (double occupancy)

8 Night Eastern Caribbean from Norfolk Cruise	Duration	Priced from
Carnival Freedom Carnival Cruises 20 Sail Dates: 5/29/27; 6/12/27; 6/26/27; 7/10/27; 7/24/27; 8/7/27; 8/21/27; 10/30/27; 11/13/27; 11/27/27; See More Starting Port: Norfolk, Virginia, United States Ending Port: Norfolk, Virginia, United States Ports of Call: Norfolk, Half Moon Cay, Grand Turk, Amber Cove, Norfolk	8 Nights	$629 per person (double occupancy)

7 Night Perfect Day at CocoCay and Eastern Caribbean Cruise from Miami	Duration	Priced from
Hero of the Seas Royal Caribbean Cruises 20 Sail Dates: 8/21/27; 8/28/27; 9/11/27; 9/18/27; 10/2/27; 10/9/27; 10/23/27; 11/6/27; 11/13/27; 11/20/27; See More Starting Port: Miami, Florida, United States Ending Port: Miami, Florida, United States Ports of Call: Miami, Philipsburg (St. Maarten), Charlotte Amalie (St Thomas), Perfect Day at CocoCay Bahamas...	7 Nights	$1,476 per person (double occupancy)

14 Night Eastern/Western Caribbean Adventurer with Celebration Key Cruise from Fort Lauderdale	Duration	Priced from
Sun Princess Princess Cruises 19 Sail Dates: 11/22; 11/29; 12/6; 12/13; 1/3/27; 1/10/27; 1/17/27; 1/31/27; 2/7/27; 2/14/27; See More Starting Port: Fort Lauderdale, Florida, United States Ending Port: Fort Lauderdale, Florida, United States Ports of Call: Fort Lauderdale, Princess Cays, San Juan, Amber Cove, Fort Lauderdale, Celebration Key, Cozumel...	14 Nights	$1,107 per person (double occupancy)

7 Night Eastern Caribbean and Perfect Day Cruise from Port Canaveral	Duration	Priced from
Star of the Seas Royal Caribbean Cruises 17 Sail Dates: 5/10; 5/24; 5/31; 6/14; 6/21; 7/5; 7/12; 7/26; 8/2; 8/16; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, Perfect Day at CocoCay Bahamas, Charlotte Amalie (St Thomas), Basseterre...	7 Nights	$1,231 per person (double occupancy)

7 Night Eastern Caribbean and Perfect Day Cruise from Miami	Duration	Priced from
Icon of the Seas Royal Caribbean Cruises 16 Sail Dates: 5/16; 5/30; 6/6; 6/20; 6/27; 7/11; 7/18; 8/1; 8/8; 8/22; See More Starting Port: Miami, Florida, United States Ending Port: Miami, Florida, United States Ports of Call: Miami, Philipsburg (St. Maarten), Charlotte Amalie (St Thomas), Perfect Day at CocoCay Bahamas...	7 Nights	$1,146 per person (double occupancy)

12 Night Caribbean Cruise from New York	Duration	Priced from
Norwegian Bliss Norwegian Cruise Line 15 Sail Dates: 11/9; 11/29; 12/11; 12/23; 1/4/27; 2/1/27; 3/1/27; 11/8/27; 11/28/27; 12/10/27; See More Starting Port: New York, New York, United States Ending Port: New York, New York, United States Ports of Call: New York, Puerto Plata, San Juan, Basseterre, Tortola, Philipsburg (St. Maarten), St Thomas...	12 Nights	$1,219 per person (double occupancy)

8 Night Eastern Caribbean from Norfolk Cruise	Duration	Priced from
Carnival Sunshine Carnival Cruises 15 Sail Dates: 5/16; 5/30; 10/31; 11/14; 11/28; 12/18; 12/26; 1/9/27; 1/23/27; 2/6/27; See More Starting Port: Norfolk, Virginia, United States Ending Port: Norfolk, Virginia, United States Ports of Call: Norfolk, Half Moon Cay, Grand Turk, Amber Cove, Norfolk	8 Nights	$559 per person (double occupancy)

7 Night Classic Caribbean Cruise from Philipsburg (St. Maarten)	Duration	Priced from
Wind Surf Windstar Cruises 15 Sail Dates: 12/26; 1/9/27; 1/23/27; 2/6/27; 2/20/27; 3/6/27; 3/20/27; 11/28/27; 12/12/27; 12/27/27; See More Starting Port: Philipsburg (St. Maarten), Netherlands Antilles Ending Port: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Gustavia St. Barts...	7 Nights	$2,851 per person (double occupancy)

14 Night Southern Caribbean Adventurer Cruise from San Juan	Duration	Priced from
Emerald Princess Princess Cruises 14 Sail Dates: 11/21/27; 11/28/27; 12/5/27; 1/2/28; 1/9/28; 1/16/28; 1/23/28; 1/30/28; 2/6/28; 2/13/28; See More Starting Port: San Juan, Puerto Rico Ending Port: San Juan, Puerto Rico Ports of Call: San Juan, St Thomas, Sint Maarten, St John's, Castries, Bridgetown, San Juan, Tortola, Basseterre...	14 Nights	$1,348 per person (double occupancy)

14 Night Star Collector Lovely Leewards Cruise from San Juan	Duration	Priced from
Star Pride Windstar Cruises 14 Sail Dates: 11/8; 11/15; 11/22; 11/29; 12/6; 12/13; 12/20; 12/27; 1/3/27; 11/1/27; See More Starting Port: San Juan, Puerto Rico Ending Port: San Juan, Puerto Rico Ports of Call: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour...	14 Nights	$4,593 per person (double occupancy)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise from Philipsburg (St. Maarten)	Duration	Priced from
Wind Surf Windstar Cruises 13 Sail Dates: 12/19; 1/2/27; 1/16/27; 1/30/27; 2/13/27; 2/27/27; 3/13/27; 12/5/27; 1/16/28; 1/30/28; See More Starting Port: Philipsburg (St. Maarten), Netherlands Antilles Ending Port: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour...	7 Nights	$2,867 per person (double occupancy)

7 Night Eastern Caribbean with Puerto Rico Cruise from Port Canaveral	Duration	Priced from
Caribbean Princess Princess Cruises 13 Sail Dates: 5/24; 5/31; 6/14; 6/21; 7/5; 7/12; 7/26; 8/2; 8/16; 8/23; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, San Juan, Amber Cove, Grand Turk, Port Canaveral	7 Nights	$531 per person (double occupancy)

7 Night St. Thomas St. Kitts and Puerto Plata Cruise from Fort Lauderdale	Duration	Priced from
Celebrity Beyond Celebrity Cruises 12 Sail Dates: 1/3/27; 1/10/27; 1/24/27; 1/31/27; 2/14/27; 2/21/27; 3/7/27; 3/14/27; 3/28/27; 4/4/27; See More Starting Port: Fort Lauderdale, Florida, United States Ending Port: Fort Lauderdale, Florida, United States Ports of Call: Fort Lauderdale, Puerto Plata, Charlotte Amalie (St Thomas), Basseterre, Fort Lauderdale	7 Nights	$824 per person (double occupancy)

7 Night Eastern Caribbean with Puerto Rico and Celebration Key Cruise from Port Canaveral	Duration	Priced from
Star Princess Princess Cruises 12 Sail Dates: 10/31/27; 11/7/27; 11/28/27; 12/5/27; 1/9/28; 1/16/28; 1/23/28; 1/30/28; 2/6/28; 2/13/28; See More Starting Port: Port Canaveral, Florida, United States Ending Port: Port Canaveral, Florida, United States Ports of Call: Port Canaveral, Celebration Key, Amber Cove, San Juan, Grand Turk, Port Canaveral	7 Nights	$749 per person (double occupancy)

10 Night Caribbean Cruise from Philadelphia	Duration	Priced from
Norwegian Pearl Norwegian Cruise Line 11 Sail Dates: 11/28; 12/8; 1/3/27; 1/13/27; 1/23/27; 2/2/27; 2/20/27; 3/2/27; 12/13/27; 2/26/28; See More Starting Port: Philadelphia, Pennsylvania, United States Ending Port: Philadelphia, Pennsylvania, United States Ports of Call: Philadelphia, Puerto Plata, San Juan, St Thomas, Tortola, Philadelphia	10 Nights	$859 per person (double occupancy)

Cheap Eastern Caribbean Cruises

$859

$1,230

$524

$1,917

$494

$1,317

$4,519

$699

$968

$1,258

$629

$1,476

$1,107

$1,231

$1,146

$1,219

$559

$2,851

$1,348

$4,593

$2,867

$531

$824

$749

$859

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