SeaDream I • SeaDream Yacht Club
14-night Eastern Caribbean Arc via Jost Van Dyke
Oct 24, 2027 → Nov 7, 2027 • Málaga → San Juan
From $5,366
$383/night
Great deal
↓63% below typical
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2,189 total
SeaDream I • SeaDream Yacht Club
14-night Transatlantic Crossing via Málaga & San Juan
Oct 28, 2028 → Nov 11, 2028 • Málaga → San Juan
From $4,883
$349/night
Great deal
↓66% below typical
Valiant Lady • Virgin Voyages
12-night Eastern Caribbean Arc via Kings Wharf, Bimini & Frederiksted, Saint Croix
Oct 19, 2026 → Oct 31, 2026 • New York → San Juan
From $1,068
$89/night
Great deal
↓37% below typical
Queen Elizabeth • Cunard Line
40-night Eastern Caribbean Arc via Endicott Arm, Panama Canal & Cruz Bay, Saint John
Sep 17, 2026 → Oct 27, 2026 • Seattle → Miami
From $3,016
$75/night
Great deal
↓49% below typical
MSC Meraviglia • MSC Cruises
14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay
Feb 13, 2027 → Feb 27, 2027 • Miami ↔
From $1,116
$80/night
Great deal
↓52% below typical
MSC Opera • MSC Cruises
3-night Eastern Caribbean Arc via Catalina Island
Apr 12, 2027 → Apr 15, 2027 • La Romana → Bridgetown
From $209
$70/night
Great deal
↓47% below typical
SeaDream II • SeaDream Yacht Club
13-night Eastern Caribbean Arc via Philipsburg
Nov 14, 2026 → Nov 27, 2026 • Lisboa → San Juan
From $5,036
$387/night
Great deal
↓59% below typical
MSC Seashore • MSC Cruises
7-night Eastern Caribbean Loop via Philipsburg & Charlotte Amalie, Saint Thomas
Jan 2, 2028 → Jan 9, 2028 • Miami ↔
From $680
$97/night
Great deal
↓38% below typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Sep 12, 2026 → Sep 19, 2026 • Port Canaveral ↔
From $1,553
$222/night
Great deal
↓33% below typical
MSC Meraviglia • MSC Cruises
8-night Eastern Caribbean Loop via Nassau & San Juan
Jan 30, 2027 → Feb 7, 2027 • Miami ↔
From $579
$72/night
Great deal
↓43% below typical
MSC Meraviglia • MSC Cruises
14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg
Mar 7, 2027 → Mar 21, 2027 • Miami ↔
From $1,226
$88/night
Great deal
↓42% below typical
MSC Meraviglia • MSC Cruises
8-night Eastern Caribbean Arc via Philipsburg & Saint John's
Mar 13, 2027 → Mar 21, 2027 • Miami ↔
From $709
$89/night
Great deal
↓42% below typical
Icon of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Philipsburg & Coco Cay
Aug 8, 2026 → Aug 15, 2026 • Miami ↔
From $1,343
$192/night
Great deal
↓35% below typical
MSC Meraviglia • MSC Cruises
8-night Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts
Jan 2, 2027 → Jan 10, 2027 • Miami ↔
From $599
$75/night
Great deal
↓41% below typical
MSC Meraviglia • MSC Cruises
8-night Eastern Caribbean Arc via Philipsburg & Saint John's
Jan 16, 2027 → Jan 24, 2027 • Miami ↔
From $599
$75/night
Great deal
↓41% below typical
MSC Meraviglia • MSC Cruises
14-night Eastern Caribbean Loop via Nassau, San Juan & Ocean Cay
Jan 30, 2027 → Feb 13, 2027 • Miami ↔
From $1,066
$76/night
Great deal
↓40% below typical
Icon of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Philipsburg & Coco Cay
Aug 1, 2026 → Aug 8, 2026 • Miami ↔
From $1,387
$198/night
Great deal
↓33% below typical
Queen Elizabeth • Cunard Line
33-night Eastern Caribbean Arc via Los Angeles, Panama Canal & Cruz Bay, Saint John
Sep 24, 2026 → Oct 27, 2026 • Seattle → Miami
From $2,242
$68/night
Great deal
↓54% below typical
MSC Meraviglia • MSC Cruises
14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg
Jan 10, 2027 → Jan 24, 2027 • Miami ↔
From $1,096
$78/night
Great deal
↓38% below typical
Star of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas
Jun 21, 2026 → Jun 28, 2026 • Port Canaveral ↔
From $1,342
$192/night
Great deal
↓31% below typical