Showing cruise vacations: All Destinations, October 2026 - November 2026

Quick find:

1 Sailor , 1 Cabin

The Caribbean Sale: Up to $500 onboard credit

Showing 19 cruise vacations that match your search

Bermuda Overnight Cruise

New York City, New York
Royal Naval Dockyard, Bermuda
New York City, New York

RockStar Quarters suites from

$6,296

per Sailor

6 nights

Valiant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

RockStar Quarters suites from

$6,296

per Sailor

Departing on:

Tue, Oct 13 - Mon, Oct 19

from (US$)$6,296

Only suites remaining

Grand Turk & Bimini Beach Club

Miami, Florida
Grand Turk, Turks and Caicos
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,692~~$2,496~~

per Sailor

5 nights

Resilient Lady & Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,692~~$2,496~~

per Sailor

Departing on:

Sat, Nov 14 - Thu, Nov 19

from (US$)$1,692

Sat, Oct 17 - Thu, Oct 22

from (US$)$1,744

THE CARIBBEAN, DONE RIGHT.

UP TO $500 IN ONBOARD CREDIT TO PLAY WITH

Sail into The Caribbean Sale and make the most of your time off.

Mexican Riviera Halloween Cruise

Los Angeles, California
Cabo San Lucas, Mexico
Mazatlán, Mexico
Puerto Vallarta, Mexico
Los Angeles, California

Insider cabins from

$1,306~~$1,891~~

per Sailor

7 nights

Brilliant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,306~~$1,891~~

per Sailor

Departing on:

Sat, Oct 17 - Sat, Oct 24

from (US$)$1,306

Bermuda & Caribbean: NYC to San Juan

New York City, New York
Royal Naval Dockyard, Bermuda
The Beach Club at Bimini, Bahamas
St. Croix, U.S. Virgin Islands
Philipsburg, St. Maarten
Tortola, British Virgin Islands
San Juan, Puerto Rico

Sea Terrace cabins from

$1,694~~$3,308~~

per Sailor

12 nights

Valiant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea Terrace cabins from

$1,694~~$3,308~~

per Sailor

Departing on:

Mon, Oct 19 - Sat, Oct 31

from (US$)$1,694

Eastern Caribbean & Bimini Halloween

Miami, Florida
Grand Turk, Turks and Caicos
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$2,595~~$3,873~~

per Sailor

6 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$2,595~~$3,873~~

per Sailor

Departing on:

Sun, Oct 25 - Sat, Oct 31

from (US$)$2,595

Panama Canal: LA to Miami Halloween

Los Angeles, California
Cabo San Lucas, Mexico
Puerto Quetzal, Guatemala
Puntarenas, Costa Rica
Panama City, Panama
Panama Canal (Cruising), Panama
Cartagena, Colombia
Miami, Florida

Sea View cabins from

$3,898~~$5,623~~

per Sailor

17 nights

Brilliant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea View cabins from

$3,898~~$5,623~~

per Sailor

Departing on:

Thu, Oct 29 - Sun, Nov 15

from (US$)$3,898

Mexico & Bimini Beach Club Halloween

Miami, Florida
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,069~~$1,525~~

per Sailor

5 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,069~~$1,525~~

per Sailor

Departing on:

Sat, Oct 31 - Thu, Nov 05

from (US$)$1,069

Southern Caribbean Halloween Cruise

San Juan, Puerto Rico
Willemstad, Curaçao
Oranjestad, Aruba
Fort-de-France, Martinique
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico

Insider cabins from

$1,665~~$2,486~~

per Sailor

7 nights

Valiant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,665~~$2,486~~

per Sailor

Departing on:

Sat, Oct 31 - Sat, Nov 07

from (US$)$1,665

Western Caribbean & Bimini Beach Club

Miami, Florida
George Town, Grand Cayman
Ocho Rios, Jamaica
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea Terrace cabins from

$1,489~~$3,018~~

per Sailor

7 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea Terrace cabins from

$1,489~~$3,018~~

per Sailor

Departing on:

Sun, Nov 01 - Sun, Nov 08

from (US$)$1,489

Bahamas & Bimini Beach Club

Miami, Florida
Nassau, Bahamas
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$2,107~~$3,138~~

per Sailor

4 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$2,107~~$3,138~~

per Sailor

Departing on:

Thu, Nov 05 - Mon, Nov 09

from (US$)$2,107

Southern Caribbean Cruise

San Juan, Puerto Rico
Philipsburg, St. Maarten
Bridgetown, Barbados
Castries, St. Lucia
Fort-de-France, Martinique
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico

Insider cabins from

$2,074~~$3,108~~

per Sailor

7 nights

Valiant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$2,074~~$3,108~~

per Sailor

Departing on:

Sat, Nov 07 - Sat, Nov 14

from (US$)$2,074

Eastern Caribbean & Bimini Beach Club

Miami, Florida
Puerto Plata, Dominican Republic
San Juan, Puerto Rico
Tortola, British Virgin Islands
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea Terrace cabins from

$1,712~~$3,514~~

per Sailor

8 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea Terrace cabins from

$1,712~~$3,514~~

per Sailor

Departing on:

Sun, Nov 08 - Mon, Nov 16

from (US$)$1,712

Grand Cayman & Bimini Beach Club

Miami, Florida
George Town, Grand Cayman
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,385~~$2,019~~

per Sailor

5 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,385~~$2,019~~

per Sailor

Departing on:

Mon, Nov 09 - Sat, Nov 14

from (US$)$1,385

Southern Caribbean Cruise

San Juan, Puerto Rico
Tortola, British Virgin Islands
St. John's, Antigua
Castries, St. Lucia
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico

Insider cabins from

$1,290

per Sailor

6 nights

Valiant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,290

per Sailor

Departing on:

Sat, Nov 14 - Fri, Nov 20

from (US$)$1,290

Eastern Caribbean & Bimini Beach Club

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
Basseterre, St. Kitts and Nevis
St. John's, Antigua
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea Terrace cabins from

$2,154~~$4,483~~

per Sailor

10 nights

Brilliant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea Terrace cabins from

$2,154~~$4,483~~

per Sailor

Departing on:

Sun, Nov 15 - Wed, Nov 25

from (US$)$2,154

Mexico & Bimini Beach Club

Miami, Florida
Costa Maya, Mexico
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea Terrace cabins from

$1,183~~$2,328~~

per Sailor

6 nights

Resilient Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea Terrace cabins from

$1,183~~$2,328~~

per Sailor

Departing on:

Mon, Nov 16 - Sun, Nov 22

from (US$)$1,183

Key West & Bimini Beach Club

Miami, Florida
Key West, Florida
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,373~~$1,999~~

per Sailor

4 nights

Scarlet Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Insider cabins from

$1,373~~$1,999~~

per Sailor

Departing on:

Thu, Nov 19 - Mon, Nov 23

from (US$)$1,373

Southern Caribbean Cruise

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Willemstad, Curaçao
Oranjestad, Aruba
Basseterre, St. Kitts and Nevis
Philipsburg, St. Maarten
San Juan, Puerto Rico

Sea Terrace cabins from

$1,839~~$3,886~~

per Sailor

8 nights

Valiant Lady

70% off 2nd Sailor

Up to $1,000 Instant Savings

Sea Terrace cabins from

$1,839~~$3,886~~

per Sailor

Departing on:

Fri, Nov 20 - Sat, Nov 28

from (US$)$1,839

Average starting price per Sailor (incl. taxes & fees)