Disney Dream • Disney Cruise Line
7-night Eastern Caribbean Loop via Lighthouse Point, Florida & San Juan
Dec 27, 2026 → Jan 3, 2027 • Fort Lauderdale ↔
From $4,614
$659/night
Priced high
↑113% above typical
View by
599 total
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Feb 4, 2028 → Feb 11, 2028 • Bridgetown ↔
From $1,669
$238/night
Priced high
↑71% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔
From $1,590
$227/night
Priced high
↑71% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Feb 18, 2028 → Feb 25, 2028 • Bridgetown ↔
From $1,655
$236/night
Priced high
↑70% above typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts
Dec 24, 2027 → Dec 31, 2027 • Bridgetown ↔
From $1,709
$244/night
Priced high
↑68% above typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Disney Castaway Cay
Dec 19, 2026 → Dec 26, 2026 • Port Canaveral ↔
From $3,820
$546/night
Priced high
↑60% above typical
Britannia • P&O Cruises
17-night Eastern Caribbean Arc via Philipsburg, Tortola & Grand Turk Island
Dec 22, 2026 → Jan 8, 2027 • Antigua → Bridgetown
From $4,093
$241/night
Priced high
↑42% above typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Disney Castaway Cay
Nov 21, 2026 → Nov 28, 2026 • Port Canaveral ↔
From $3,169
$453/night
Priced high
↑39% above typical
Britannia • P&O Cruises
14-night Eastern Caribbean Loop via Tortola, Antigua & Grand Turk Island
Dec 26, 2026 → Jan 9, 2027 • Bridgetown ↔
From $3,647
$261/night
Priced high
↑37% above typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown
Nov 20, 2027 → Dec 4, 2027 • Antigua ↔
From $2,363
$169/night
Priced high
↑31% above typical
Valiant Lady • Virgin Voyages
6-night Eastern Caribbean Loop via Tortola & Cruz Bay, Saint John
Nov 14, 2026 → Nov 20, 2026 • San Juan ↔
From $1,014
$169/night
Priced high
↑31% above typical
Seabourn Ovation • Seabourn
7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Dec 26, 2026 → Jan 2, 2027 • Philipsburg → Bridgetown
From $5,298
$757/night
Priced high
↑31% above typical
Regal Princess • Princess Cruises
8-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV
Dec 19, 2027 → Dec 27, 2027 • Miami ↔
From $1,462
$183/night
Priced high
↑27% above typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Mar 27, 2027 → Apr 3, 2027 • Port Canaveral ↔
From $2,913
$416/night
Priced high
↑26% above typical
Seabourn Ovation • Seabourn
7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets
Mar 20, 2027 → Mar 27, 2027 • Philipsburg → Bridgetown
From $5,498
$785/night
Priced high
↑24% above typical
Celebrity Constellation • Celebrity Cruises
7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Nov 28, 2026 → Dec 5, 2026 • San Juan ↔
From $1,048
$150/night
Priced high
↑23% above typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Jul 3, 2027 → Jul 10, 2027 • Port Canaveral ↔
From $2,974
$425/night
Priced high
↑23% above typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Jul 17, 2027 → Jul 24, 2027 • Port Canaveral ↔
From $2,974
$425/night
Priced high
↑23% above typical
Disney Treasure • Disney Cruise Line
7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay
Jun 19, 2027 → Jun 26, 2027 • Port Canaveral ↔
From $2,954
$422/night
Priced high
↑22% above typical
Grandeur of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Nov 20, 2027 → Nov 27, 2027 • San Juan ↔
From $889
$127/night
Priced high
↑21% above typical