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Explore 414 cruise vacations

Showing cruise vacations: All Destinations, September 2025 - November 2025

LIMITED-TIME ONLY:

70% off 2nd Sailor + up to $600* instant savings

Extra savings on 7+ night Caribbean winter cruises.

Fall Colors: Coastal Northeast & Canada

New York City, New York
Boston, Massachusetts
Eastport, Maine
Saint John, New Brunswick
Halifax, Nova Scotia
New York City, New York

Insider cabins from

CA$3,570~~CA$5,074~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$3,570~~CA$5,074~~

per Cabin

Departing on:

Mon, Sep 15 - Tue, Sep 23

from (CA$)$3,570

Istanbul, Santorini & More

Athens (Piraeus)
Istanbul, Turkey
Ephesus (Kuşadasi), Turkey
Mykonos, Greece
Rhodes, Greece
Santorini, Greece
Chania (Souda Bay), Crete, Greece
Athens (Piraeus)

Sea Terrace cabins from

CA$7,377~~CA$10,749~~

per Cabin

11 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Sea Terrace cabins from

CA$7,377~~CA$10,749~~

per Cabin

Departing on:

Sun, Sep 21 - Thu, Oct 02

from (CA$)$7,377

EPIC SAVINGS ON ALL VOYAGES THROUGH 2027

70% off 2nd Sailor + up to $600* off

Riviera Maya

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

Insider cabins from

CA$1,952~~CA$2,608~~

per Cabin

5 nights

Valiant Lady & Scarlet Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$1,952~~CA$2,608~~

per Cabin

Departing on:

Sun, Nov 16 - Fri, Nov 21

from (CA$)$1,952

Sun, Sep 21 - Fri, Sep 26

from (CA$)$6,440

Only suites remaining

Autumn Leaves: New York to Quebec

New York City, New York
Boston, Massachusetts
Eastport, Maine
Saint John, New Brunswick
Halifax, Nova Scotia
Québec City, Québec

Mega RockStar Quarters suites from

CA$21,863

per Cabin

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Mega RockStar Quarters suites from

CA$21,863

per Cabin

Departing on:

Tue, Sep 23 - Fri, Oct 03

from (CA$)$21,863

Only suites remaining

Dominican Daze

Miami, Florida
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea View cabins from

CA$2,512~~CA$3,564~~

per Cabin

5 nights

Valiant Lady & Scarlet Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,512~~CA$3,564~~

per Cabin

Departing on:

Fri, Nov 07 - Wed, Nov 12

from (CA$)$2,512

Fri, Sep 26 - Wed, Oct 01

from (CA$)$3,650

Starry Nights in Greece & Croatia

Athens (Piraeus)
Santorini, Greece
Bodrum, Turkey
Mykonos, Greece
Dubrovnik, Croatia
Kotor, Montenegro
Corfu, Greece
Athens (Piraeus)

Sea View cabins from

CA$6,875~~CA$10,053~~

per Cabin

10 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$6,875~~CA$10,053~~

per Cabin

Departing on:

Thu, Oct 02 - Sun, Oct 12

from (CA$)$6,875

Mayan Sol

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

Insider cabins from

CA$1,813~~CA$2,407~~

per Cabin

5 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$1,813~~CA$2,407~~

per Cabin

Departing on:

Sun, Oct 05 - Fri, Oct 10

from (CA$)$1,813

Italy to France & Spain

Rome (Civitavecchia)
Cagliari, Sardinia, Italy
Tuscany/Cinque Terre (Marina di Carrara), Italy
Ajaccio, Corsica, France
Cannes, France
Valencia, Spain
Barcelona

Sea Terrace cabins from

CA$8,465~~CA$12,741~~

per Cabin

9 nights

Scarlet Lady

+ Instant Savings

70% off second Sailor

Sea Terrace cabins from

CA$8,465~~CA$12,741~~

per Cabin

Departing on:

Tue, Oct 07 - Thu, Oct 16

from (CA$)$8,465

True Crime Voyage

Miami, Florida
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea View cabins from

CA$2,092~~CA$2,922~~

per Cabin

5 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,092~~CA$2,922~~

per Cabin

Departing on:

Fri, Oct 10 - Wed, Oct 15

from (CA$)$2,092

Greek Island Glow

Athens (Piraeus)
Santorini, Greece
Rhodes, Greece
Bodrum, Turkey
Mykonos, Greece
Athens (Piraeus)

Insider cabins from

CA$5,601~~CA$8,157~~

per Cabin

7 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$5,601~~CA$8,157~~

per Cabin

Departing on:

Sun, Oct 12 - Sun, Oct 19

from (CA$)$5,601

Scarlet's Haunted Halloween Soirée

Barcelona
Palma de Mallorca, Spain
Casablanca, Morocco
Funchal, Madeira, Portugal
Santa Cruz de Tenerife, Spain
Miami, Florida

RockStar Quarters suites from

CA$13,007

per Cabin

15 nights

Scarlet Lady

+ Instant Savings

70% off second Sailor

RockStar Quarters suites from

CA$13,007

per Cabin

Departing on:

Thu, Oct 16 - Fri, Oct 31

from (CA$)$13,007

Only suites remaining

★

UP TO $600 OFF

Brilliant Lady Miami MerMaiden

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

CA$3,347~~CA$4,823~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$3,347~~CA$4,823~~

per Cabin

Departing on:

Fri, Oct 17 - Sat, Oct 25

from (CA$)$3,347

Mykonos Moons to Spanish Sunrises

Athens (Piraeus)
Mykonos, Greece
Catania, Sicily, Italy
Palma de Mallorca, Spain
Valencia, Spain
Barcelona

Sea Terrace cabins from

CA$5,500~~CA$8,090~~

per Cabin

7 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Sea Terrace cabins from

CA$5,500~~CA$8,090~~

per Cabin

Departing on:

Sun, Oct 19 - Sun, Oct 26

from (CA$)$5,500

Riviera Maya: Halloween Edition

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

Insider cabins from

CA$1,812~~CA$2,392~~

per Cabin

5 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$1,812~~CA$2,392~~

per Cabin

Departing on:

Sun, Oct 19 - Fri, Oct 24

from (CA$)$1,812

Dominican Daze: Halloween Edition

Miami, Florida
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea View cabins from

CA$2,372~~CA$3,350~~

per Cabin

5 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,372~~CA$3,350~~

per Cabin

Departing on:

Fri, Oct 24 - Wed, Oct 29

from (CA$)$2,372

Resilient's Haunted Halloween Soirée

Barcelona
Valencia, Spain
Casablanca, Morocco
Las Palmas de Gran Canaria, Spain
Miami, Florida

Sea Terrace cabins from

CA$6,679~~CA$10,059~~

per Cabin

14 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Sea Terrace cabins from

CA$6,679~~CA$10,059~~

per Cabin

Departing on:

Sun, Oct 26 - Sun, Nov 09

from (CA$)$6,679

Valiant's Haunted Halloween Soirée

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

Sea View cabins from

CA$2,236~~CA$3,124~~

per Cabin

4 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,236~~CA$3,124~~

per Cabin

Departing on:

Wed, Oct 29 - Sun, Nov 02

from (CA$)$2,236

★

UP TO $600 OFF

Scarlet's Haunted Halloween Soirée

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

Insider cabins from

CA$2,142~~CA$2,826~~

per Cabin

7 nights

Scarlet Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$2,142~~CA$2,826~~

per Cabin

Departing on:

Fri, Oct 31 - Fri, Nov 07

from (CA$)$2,142

★

UP TO $600 OFF

Western Caribbean: From Miami to Bimini

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

Sea View cabins from

CA$2,929~~CA$4,151~~

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,929~~CA$4,151~~

per Cabin

Departing on:

Sat, Nov 01 - Sat, Nov 08

from (CA$)$2,929

One-way to SJ: DR, St. Maarten & BVI

Miami, Florida
Puerto Plata, Dominican Republic
Philipsburg, St. Maarten
Tortola, British Virgin Islands
San Juan, Puerto Rico

Insider cabins from

CA$1,835~~CA$2,571~~

per Cabin

6 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$1,835~~CA$2,571~~

per Cabin

Departing on:

Sun, Nov 02 - Sat, Nov 08

from (CA$)$1,835

★

UP TO $600 OFF

Colorful Curaçao to the Charming Caymans

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

Sea View cabins from

CA$4,683~~CA$6,831~~

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$4,683~~CA$6,831~~

per Cabin

Departing on:

Sat, Nov 08 - Thu, Nov 20

from (CA$)$4,683

★

UP TO $600 OFF

Saint (Isles) & Seas of the Caribbean

San Juan, Puerto Rico
Tortola, British Virgin Islands
Bridgetown, Barbados
Castries, St. Lucia
St. John's, Antigua
Philipsburg, St. Maarten
San Juan, Puerto Rico

Sea Terrace cabins from

CA$4,305~~CA$6,397~~

per Cabin

7 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Sea Terrace cabins from

CA$4,305~~CA$6,397~~

per Cabin

Departing on:

Sat, Nov 08 - Sat, Nov 15

from (CA$)$4,305

Western Caribbean Charm

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

Sea View cabins from

CA$2,174~~CA$2,914~~

per Cabin

6 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,174~~CA$2,914~~

per Cabin

Departing on:

Sun, Nov 09 - Sat, Nov 15

from (CA$)$2,174

Fire & Sunset Soirées

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

Sea View cabins from

CA$2,236~~CA$3,124~~

per Cabin

4 nights

Scarlet Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,236~~CA$3,124~~

per Cabin

Departing on:

Wed, Nov 12 - Sun, Nov 16

from (CA$)$2,236

Wed, Nov 26 - Sun, Nov 30

from (CA$)$2,236

★

UP TO $600 OFF

San Juan Sunrises & Dominican Dreams

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

Insider cabins from

CA$2,337~~CA$3,253~~

per Cabin

7 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$2,337~~CA$3,253~~

per Cabin

Departing on:

Sat, Nov 15 - Sat, Nov 22

from (CA$)$2,337

★

UP TO $600 OFF

Sunny Miles of Tropical Isles

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

Sea View cabins from

CA$2,535~~CA$3,689~~

per Cabin

7 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,535~~CA$3,689~~

per Cabin

Departing on:

Sat, Nov 15 - Sat, Nov 22

from (CA$)$2,535

★

UP TO $600 OFF

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

CA$2,671~~CA$3,825~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$2,671~~CA$3,825~~

per Cabin

Departing on:

Thu, Nov 20 - Fri, Nov 28

from (CA$)$2,671

Miami, Grand Turk (& back)

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

Sea View cabins from

CA$2,512~~CA$3,584~~

per Cabin

5 nights

Scarlet Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,512~~CA$3,584~~

per Cabin

Departing on:

Sun, Nov 30 - Fri, Dec 05

from (CA$)$2,512

Fri, Nov 21 - Wed, Nov 26

from (CA$)$3,073

★

UP TO $600 OFF

Cayman Coves & Jamaican Waterfalls

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

Sea View cabins from

CA$2,535~~CA$3,545~~

per Cabin

7 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,535~~CA$3,545~~

per Cabin

Departing on:

Sat, Nov 22 - Sat, Nov 29

from (CA$)$2,535

★

UP TO $600 OFF

Thanksgiving in the Lesser Antilles

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

Insider cabins from

CA$2,338~~CA$3,368~~

per Cabin

7 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$2,338~~CA$3,368~~

per Cabin

Departing on:

Sat, Nov 22 - Sat, Nov 29

from (CA$)$2,338

★

UP TO $600 OFF

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

Sea View cabins from

CA$3,512~~CA$5,096~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$3,512~~CA$5,096~~

per Cabin

Departing on:

Fri, Nov 28 - Sun, Dec 07

from (CA$)$3,512

San Juan to Barbados & the St. Isles

San Juan, Puerto Rico
Philipsburg, St. Maarten
Basseterre, St. Kitts and Nevis
Roseau, Dominica
Bridgetown, Barbados
San Juan, Puerto Rico

Sea View cabins from

CA$2,172~~CA$3,158~~

per Cabin

6 nights

Valiant Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

CA$2,172~~CA$3,158~~

per Cabin

Departing on:

Sat, Nov 29 - Fri, Dec 05

from (CA$)$2,172

★

UP TO $600 OFF

San Juan, Samaná & Bimini

Miami, Florida
San Juan, Puerto Rico
Samaná, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

CA$2,339~~CA$3,271~~

per Cabin

7 nights

Resilient Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

CA$2,339~~CA$3,271~~

per Cabin

Departing on:

Sat, Nov 29 - Sat, Dec 06

from (CA$)$2,339