Explore 374 cruise vacations

Showing 111 cruise vacations: All Destinations, November 2025 - December 2025

Sails Brilliant Lady

Showing 4 cruise vacations that match your search

Sunny San Juan & Isles of Beach Miles

Miami, Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Croix, U.S. Virgin Islands • Miami, Florida

Insider cabins from

$2,384 ~~$3,588~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,384 ~~$3,588~~

per Cabin

Departing on:

2025

Thu, Nov 20 - Fri, Nov 28

from (US$)$2,384

Antigua Waves & Grand Turk Caves

Miami, Florida • Grand Turk, Turks and Caicos • St. John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Miami, Florida

Insider cabins from

$2,132

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,132

per Cabin

Departing on:

2025

Fri, Nov 28 - Sun, Dec 07

from (US$)$2,132

Aruban Sunsets & Calm Cayman Days

Miami, Florida • Oranjestad, Aruba • Cartagena, Colombia • Ocho Rios, Jamaica • George Town, Grand Cayman • Miami, Florida

Insider cabins from

$2,606

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,606

per Cabin

Departing on:

2025

Sun, Dec 07 - Thu, Dec 18

from (US$)$2,606

Brilliant Caribbean Holidays

Miami, Florida • Grand Turk, Turks and Caicos • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Samaná, Dominican Republic • Miami, Florida

Insider cabins from

$3,184 ~~$4,872~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,184 ~~$4,872~~

per Cabin