Jibhop

Zuiderdam • Holland America

21-night Eastern Caribbean Arc via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 21, 2026 • Miami ↔

Lowest in 30 days $2,248 below typical

From $2,039

$2,039 · $97/night · great deal · ↓52% below typical

$97/night

Great deal

↓52% below typical

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Oct 15, 2026 → Nov 5, 2026 • Miami ↔

Lowest in 30 days $716 below typical

From $1,747

$1,747 · $83/night · great deal · ↓29% below typical

$83/night

Great deal

↓29% below typical

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via Grand Turk Island, Willemstad & Cruz Bay, Saint John

Oct 27, 2026 → Nov 17, 2026 • Miami ↔

Lowest in 30 days $670 below typical

From $1,793

$1,793 · $85/night · great deal · ↓27% below typical

$85/night

Great deal

↓27% below typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Oct 31, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

Lowest in 30 days $715 below typical ↘

From $2,034

$2,034 · $97/night · great deal · ↓26% below typical

$97/night

Great deal

↓26% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg

Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami

From $7,897

$7,897 · $494/night · great deal · ↓42% below typical

$494/night

Great deal

↓42% below typical

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Roatán, Cozumel & Ocean Cay

Oct 10, 2026 → Oct 24, 2026 • Miami ↔

33% below typical

From $738

$738 · $53/night · great deal · ↓33% below typical

$53/night

Great deal

↓33% below typical

Vista

14-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John

Oct 28, 2026 → Nov 11, 2026 • New York → Miami

$681 below typical

From $5,349

$5,349 · $382/night · good value · ↓11% below typical

$382/night

Good value

↓11% below typical

Oceania Vista • Oceania Cruises

14-night New York → Charlotte Amalie, Saint Thomas → Tortola → Saint John's + 6 more

Oct 28, 2026 → Nov 11, 2026 • New York → Miami

22% below typical

From $4,999

$4,999 · $357/night · great deal · ↓22% below typical

$357/night

Great deal

↓22% below typical

MSC Poesia • MSC Cruises

15-night ABC Islands Loop via Miami, George Town, Great Exuma Island & Ocho Rios

Oct 17, 2026 → Nov 1, 2026 • Miami ↔

9% below typical

From $1,149

$1,149 · $77/night · typical price · ↓9% below typical

$77/night

Typical price

↓9% below typical

Star Princess • Princess Cruises

14-night Itinerary P221398-DOPOP-TCGDT-BSBIM-USFLL-HNRTB-BZBZE-MXCZM

Oct 31, 2026 → Nov 14, 2026 • Fort Lauderdale ↔

From $1,354

$1,354 · $97/night · typical price · ↓10% below typical

$97/night

Typical price

↓10% below typical

Explora III

17-night Eastern Caribbean Arc via Sept-Iles, New York & Cruz Bay, Saint John

Oct 15, 2026 → Nov 1, 2026 • Quebec → San Juan

↗

From $12,075

$12,075 · $710/night · typical price · ↓4% below typical

$710/night

Typical price

↓4% below typical

Star Princess • Princess Cruises

14-night Itinerary HNRTB-BZBZE-MXCZM-USFLL-P221398-DOPOP-TCGDT-BSBIM

Oct 24, 2026 → Nov 7, 2026 • Fort Lauderdale ↔

From $1,394

$1,394 · $100/night · typical price · ↓7% below typical

$100/night

Typical price

↓7% below typical

Caribbean Princess • Princess Cruises

14-night Bahamas One-Way via San Juan, Puerto Plata & Princess Cays

Oct 4, 2026 → Oct 18, 2026 • Port Canaveral ↔

From $1,337

$1,337 · $96/night · typical price · ↑3% above typical

$96/night

Typical price

↑3% above typical

Carnival Venezia • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Oct 18, 2026 → Nov 1, 2026 • Port Canaveral ↔

From $1,167

$1,167 · $83/night · typical price · ↓3% below typical

$83/night

Typical price

↓3% below typical

Oceania Vista • Oceania Cruises

25-night Montreal → Saguenay → Sept-Iles → Corner Brook + 12 more

Oct 17, 2026 → Nov 11, 2026 • Montreal → Miami

4% below typical

From $12,249

$12,249 · $490/night · typical price · ↓4% below typical

$490/night

Typical price

↓4% below typical

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Puerto Plata, Ocean Cay & Cozumel

Oct 17, 2026 → Oct 31, 2026 • Miami ↔

From $1,161

$1,161 · $83/night · priced high · ↑26% above typical

$83/night

Priced high

↑26% above typical

Regal Princess • Princess Cruises

14-night Eastern Caribbean Arc via Princess Cays, Puerto Plata & Cozumel

Oct 17, 2026 → Oct 31, 2026 • Fort Lauderdale ↔

From $1,349

$1,349 · $96/night · typical price · ↓1% below typical

$96/night

Typical price

↓1% below typical

Regal Princess • Princess Cruises

14-night Eastern Caribbean Arc via Roatán, Cozumel & Princess Cays

Oct 3, 2026 → Oct 17, 2026 • Fort Lauderdale ↔

From $1,729

$1,729 · $124/night · priced high · ↑27% above typical

$124/night

Priced high

↑27% above typical

MSC Poesia • MSC Cruises

21-night Western Caribbean Loop via Kralendijk, Oranjestad & Willemstad

Oct 22, 2026 → Nov 12, 2026 • Miami ↔

More sea days than typical

From $2,145

$2,145 · $102/night · priced high · ↑22% above typical

$102/night

Priced high

↑22% above typical

Carnival Dream • Carnival Cruise Line

14-night Eastern Caribbean Loop via Key West, Grand Turk Island & San Juan

Oct 17, 2026 → Oct 31, 2026 • Galveston ↔

$157 above typical ↗

From $1,442

$1,442 · $103/night · priced high · ↑12% above typical

$103/night

Priced high

↑12% above typical