Explore 411 cruise vacations

Showing cruise vacations: Transatlantic & Repositioning, North America & Caribbean, June 2025 - April 2027

UP TO $300 IN ONBOARD CREDIT

On Caribbean sailings 7 nights or longer

On top of 70% off 2nd Sailor + balcony upgrades

Showing 16 cruise vacations that match your search

Autumn Leaves: New York to Quebec

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

Sea View cabins from

per Cabin

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Tue, Sep 23 - Fri, Oct 03

Fall Leaves to Miami Scenes

Quebec City, Quebec
Halifax, Nova Scotia
Saint John, New Brunswick
Eastport, Maine
Boston, Massachusetts
Charleston, South Carolina
Miami, Florida

Insider cabins from

per Cabin

13 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Oct 03 - Thu, Oct 16

Scarlet's Haunted Halloween Soirée

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

Insider cabins from

per Cabin

15 nights

Scarlet Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Oct 16 - Fri, Oct 31

Resilient's Haunted Halloween Soirée

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

Sea View cabins from

per Cabin

14 nights

Resilient Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Sun, Oct 26 - Sun, Nov 09

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

per Cabin

6 nights

Valiant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Nov 02 - Sat, Nov 08

Panama Canal & Pacific Wonders

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

Insider cabins from

per Cabin

16 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 21 - Mon, Apr 06

Tortola, Charleston, Newport & More

San Juan, Puerto Rico
Tortola, British Virgin Islands
Puerto Plata, Dominican Republic
Charleston, South Carolina
Newport, Rhode Island
New York City, New York

Insider cabins from

per Cabin

9 nights

Valiant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 28 - Mon, Apr 06

New York Transatlantic to Spain

New York City, New York
Ponta Delgada, Azores
Funchal, Madeira, Portugal
Tangier, Morocco
Málaga, Spain
Palma de Mallorca, Spain
Barcelona

Sea Terrace cabins from

per Cabin

14 nights

Valiant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Sea Terrace cabins from

per Cabin

Departing on:

Sat, Apr 25 - Sat, May 09

Transatlantic to Spain & Morocco

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

Sea View cabins from

per Cabin

14 nights

Scarlet Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Sun, Apr 26 - Sun, May 10

LA Lights & Vancouver Vistas

Los Angeles, California
Catalina Island, California
San Francisco, California
Astoria, Oregon
Victoria, British Columbia
Vancouver, British Columbia

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, May 03 - Mon, May 11

Alaska Awe from Vancouver to Seattle

Vancouver, British Columbia
Inside Passage (Cruising), Alaska
Ketchikan, Alaska
Sitka, Alaska
Hubbard Glacier (Cruising), Alaska
Skagway, Alaska
Juneau, Alaska
Icy Strait Point, Alaska
Seattle, Washington

Insider cabins from

per Cabin

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, May 11 - Thu, May 21

Seattle to Alaska & British Columbia

Seattle, Washington
Sitka, Alaska
Icy Strait Point, Alaska
Skagway, Alaska
Tracy Arm Fjord (Cruising), Alaska
Ketchikan, Alaska
Vancouver, British Columbia

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Sep 03 - Fri, Sep 11

Iceland, Greenland, Canada & NYC

Reykjavik
Ísafjörður, Iceland
Prince Christian Sound (Cruising), Greenland
Qaqortoq, Greenland
Nuuk, Greenland
St. John's, Newfoundland
Halifax, Nova Scotia
New York City, New York

Insider cabins from

per Cabin

13 nights

Valiant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Sep 06 - Sat, Sep 19

Vancouver Down the Cali Coast

Vancouver, British Columbia
Astoria, Oregon
San Francisco, California
Santa Barbara, California
Catalina Island, California
San Diego, California
Los Angeles, California

Insider cabins from

per Cabin

8 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Sep 11 - Sat, Sep 19

Spanish Isles & Transatlantic Miles

Barcelona
Casablanca, Morocco
Las Palmas de Gran Canaria, Spain
Santa Cruz de Tenerife, Spain
Miami, Florida

Insider cabins from

per Cabin

14 nights

Scarlet Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Oct 11 - Sun, Oct 25

Scarlet's Haunted Halloween Soirée

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

Insider cabins from

per Cabin

5 nights

Scarlet Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Oct 31 - Thu, Nov 05