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Showing 255cruise vacations: All Destinations,June 2025 - October 2026
Showing 255 cruise vacations that match your search
Barcelona, Palma, Rome & (Many) More
Barcelona • Cannes • Palma de Mallorca • Ibiza • Ajaccio, Corsica • La Spezia • Civitavecchia (Rome) • Barcelona
Getaways for 80% off 2nd Sailor
Riviera Maya
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,490
per Cabin
Departing on:
SAVINGS TO WRITE HOME ABOUT
80% off your 2nd Sailor + free drinks
Always Included Luxury covers your WiFi, tips & gratuities, all dining, & more.
Dominican Daze
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,490
per Cabin
Departing on:
Greek Island Glow
Piraeus (Athens) • Santorini • Rhodes • Bodrum • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,348
per Cabin
Departing on:
Fire & Sunset Soirées
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,192
per Cabin
Departing on:
Southern Spain & Casablanca
Barcelona • Málaga • Cádiz • Casablanca • Valencia • Palma de Mallorca • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Corfu, Dubrovnik & More
Piraeus (Athens) • Kotor • Dubrovnik • Corfu • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,646
per Cabin
Departing on:
Mayan Sol
Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,490
per Cabin
Departing on:
Barcelona to Cannes, Rome & More
Barcelona • Cannes • Marina di Carrara • Civitavecchia (Rome) • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Florence, Rome, Palma & More
Barcelona • Palma de Mallorca • Cannes • Ajaccio, Corsica • Livorno (Florence/Pisa) • Civitavecchia (Rome)
Getaways for 80% off 2nd Sailor
Istanbul, Santorini & More
Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,490
per Cabin
Departing on:
Spanish & Italian Hot Spots
Civitavecchia (Rome) • Naples • Sicily • Marina di Carrara • Ajaccio, Corsica • Barcelona
Getaways for 80% off 2nd Sailor
Starry Nights in Greece & Croatia
Piraeus (Athens) • Santorini • Bodrum • Mykonos • Dubrovnik • Kotor • Corfu • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,582
per Cabin
Departing on:
Grand Cayman, Costa Maya & More
Miami, Florida • George Town • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Grand Turk, Puerto Plata & More
Miami, Florida • Puerto Plata • Grand Turk • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
A Virgin Celebration Voyage (Lisbon)
Lisbon • Leixoes (Porto) • La Coruña • Portsmouth
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,491.80
per Cabin
Departing on:
England to Iceland & Norway
Portsmouth • Amsterdam • Bergen • Lerwick • Akureyri • Ísafjörður • Reykjavik • Reykjavik
Getaways for 80% off 2nd Sailor
Reykjavik to Amsterdam & Portsmouth
Reykjavik • Reykjavik • Ísafjörður • Akureyri • Lerwick • Amsterdam • Portsmouth
Getaways for 80% off 2nd Sailor
Virgin Voyages Comedy Fest from Miami
Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Portsmouth to Ireland, Scotland & More
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Kirkwall • Stornoway, Isle of Lewis • Greenock (Glasgow) • Belfast • Dublin • Portsmouth
Getaways for 80% off 2nd Sailor
Virgin Voyages Comedy Fest from the UK
Portsmouth • La Coruña • Bilbao • Le Verdon (Bordeaux) • Portsmouth
Getaways for 80% off 2nd Sailor
Brilliant Lady New York MerMaiden
New York City, New York • Kings Wharf • New York City, New York
Getaways for 80% off 2nd Sailor
Portsmouth to Amsterdam & Bordeaux
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Le Verdon (Bordeaux) • Portsmouth
Getaways for 80% off 2nd Sailor
The Big Apple to Bermuda
New York City, New York • Kings Wharf • New York City, New York
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,790
per Cabin
Departing on:
Portsmouth to Lisbon, Casablanca & Spain
Portsmouth • La Coruña • Lisbon • Casablanca • Málaga • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Northeast Atlantic Adventure
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • New York City, New York
Getaways for 80% off 2nd Sailor
Nautical Northeast: NYC to Quebec
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Quebec City
Getaways for 80% off 2nd Sailor
Barcelona to Cannes, Rome & Tuscany
Barcelona • Ibiza • Palma de Mallorca • Cannes • Ajaccio, Corsica • Cagliari, Sardinia • Livorno (Florence/Pisa) • Naples • Civitavecchia (Rome)
Getaways for 80% off 2nd Sailor
Canada, Carolina, & Miami
Quebec City • Halifax, Nova Scotia • Saint John, New Brunswick • Eastport, Maine • Boston, Massachusetts • Charleston, South Carolina • Miami, Florida
Getaways for 80% off 2nd Sailor
Italy to France & Spain
Civitavecchia (Rome) • Cagliari, Sardinia • Marina di Carrara • Ajaccio, Corsica • Cannes • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Scarlet's Haunted Halloween Soirée
Barcelona • Palma de Mallorca • Casablanca • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida
Getaways for 80% off 2nd Sailor
Brilliant Lady Miami MerMaiden
Miami, Florida • Philipsburg • Tortola • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Mykonos Moons to Spanish Sunrises
Piraeus (Athens) • Mykonos • Catania, Sicily • Palma de Mallorca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,366
per Cabin
Departing on:
Riviera Maya: Halloween Edition
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Dominican Daze: Halloween Edition
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Resilient's Haunted Halloween Soirée
Barcelona • Valencia • Casablanca • Gran Canaria • Miami, Florida
Getaways for 80% off 2nd Sailor
Valiant's Haunted Halloween Soriées
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Honduras, Mexico & Bahamas
Miami, Florida • Roatán • Costa Maya • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Western Caribbean: From Miami to Bimini
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
One-way to SJ: DR, St. Maarten & BVI
Miami, Florida • Puerto Plata • Philipsburg • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Colorful Curacao to the Charming Caymans
Miami, Florida • Oranjestad • Willemstad • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Saint (Isles) & Seas of the Caribbean
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,946
per Cabin
Departing on:
Western Caribbean Charm
Miami, Florida • Costa Maya • Roatán • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
San Juan Sunrises & Dominican Dreams
Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,086
per Cabin
Departing on:
Sunny Miles of Tropical Isles
San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
From Miami to St. Croix
Miami, Florida • Puerto Plata • San Juan • Philipsburg • St. Croix • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,384
per Cabin
Departing on:
Miami, Grand Turk (& back)
Miami, Florida • Grand Turk • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,590
per Cabin
Departing on:
Cayman Coves & Jamaican Waterfalls
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
Sun-Soaked Seas & Saint Isles
San Juan • Tortola • Basseterre • St. John's • Fort-de-France • Bridgetown • Castries • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Miami to San Juan
Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,324
per Cabin
Departing on:
San Juan, Samaná & Bimini
Miami, Florida • San Juan • Samaná • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
Cartagena & Caribbean Faves
San Juan • Cartagena • Willemstad • Oranjestad • Fort-de-France • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Aruban Sunsets & Calm Cayman Days
Miami, Florida • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,838
per Cabin
Departing on:
St. Lucia, St. Maarten, Barbados & More
San Juan • Basseterre • Castries • Roseau • Bridgetown • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Brilliant Caribbean Holidays
Miami, Florida • Grand Turk • Puerto Plata • San Juan • Samaná • Miami, Florida
Getaways for 80% off 2nd Sailor
Resilient Caribbean Holidays
Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Valiant Caribbean Holidays
San Juan • Philipsburg • Basseterre • St. John's • Castries • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Scarlet Caribbean Holidays
Miami, Florida • Nassau • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Brilliant New Year's Ahoy!
Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan • Miami, Florida
Getaways for 80% off 2nd Sailor
Resilient New Year's Ahoy!
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Valiant New Year’s Ahoy!
San Juan • Philipsburg • Basseterre • Castries • Bridgetown • St. Croix • San Juan
Getaways for 80% off 2nd Sailor
Scarlet New Year's Ahoy!
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Aruban Sights & Antiguan Nights
San Juan • Oranjestad • Willemstad • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Cozumel, Grand Cayman & Bimini
Miami, Florida • George Town • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Miami to the Cayman Islands
Miami, Florida • Oranjestad • Kralendijk • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Cayman Isles & Jamaican Miles
Miami, Florida • George Town • Ocho Rios • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,948
per Cabin
Departing on:
Virgin Island Views & Saint Isle Blues
San Juan • Tortola • Bridgetown • Kingstown • Basseterre • St. Croix • San Juan
Getaways for 80% off 2nd Sailor
Grand Turk Tranquility & St. Croix Charm
Miami, Florida • Grand Turk • Puerto Plata • San Juan • St. Croix • Miami, Florida
Getaways for 80% off 2nd Sailor
St. Kitts, Barbados, Martinique & More
San Juan • Basseterre • Bridgetown • Fort-de-France • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Barbados, Antigua, BVI & More
San Juan • Tortola • Bridgetown • Fort-de-France • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Quintessential Caribbean Highlights
San Juan • Philipsburg • Basseterre • St. John's • Fort-de-France • Castries • Kingstown • Bridgetown • San Juan
Getaways for 80% off 2nd Sailor
Magnetic Miami to Gorgeous George Town
Miami, Florida • Willemstad • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Cartagena, Aruba, Antigua & More
San Juan • Cartagena • Willemstad • Oranjestad • St. John's • St. Croix • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Antigua, Martinique, & Barbados & More
San Juan • Philipsburg • Bridgetown • Fort-de-France • St. John's • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Quaint Castries to Elegant Antigua
San Juan • Basseterre • Castries • Fort-de-France • St. John's • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Gorgeous Antigua, St. Kitts & Bimini
Miami, Florida • Puerto Plata • St. John's • Basseterre • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Costa Mayan Caves & Honduran Waves
Miami, Florida • Costa Maya • Roatán • Cozumel (Playa del Carmen) • Miami, Florida
Getaways for 80% off 2nd Sailor
Sunsets in the Lesser Antilles
San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Puerto Rican Nights & St. Croix Delights
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Panama Canal & Pacific Wonders
Miami, Florida • Cartagena • Colón • Panama Canal (Cruising) • Puntarenas • Puerto Quetzal • Cabo San Lucas • Los Angeles, California
Getaways for 80% off 2nd Sailor
Tortola, Charleston, Newport & More
San Juan • Tortola • Puerto Plata • Charleston, South Carolina • Newport, Rhode Island • New York City, New York
Getaways for 80% off 2nd Sailor
Brilliant Lady LA MerMaiden
Los Angeles, California • Santa Barbara, California • San Diego, California • Ensenada • Los Angeles, California
Getaways for 80% off 2nd Sailor
California (and Mexico) Dreamin'
Los Angeles, California • Cabo San Lucas • Mazatlàn • Los Angeles, California
Getaways for 80% off 2nd Sailor
Bermuda Beauty to East Coast Elegance
New York City, New York • Kings Wharf • Nassau • Charleston, South Carolina • New York City, New York
Getaways for 80% off 2nd Sailor
Puerto Plata, San Juan & Tortola
Miami, Florida • Puerto Plata • San Juan • Tortola • Miami, Florida
Getaways for 80% off 2nd Sailor
Hollywood Sunsets & Mexican Horizons
Los Angeles, California • Cabo San Lucas • Mazatlàn • Puerto Vallarta • Los Angeles, California
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,084
per Cabin
Departing on:
Transatlantic to Spain & Morocco
Miami, Florida • Gran Canaria • Casablanca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
LA Lights & Vancouver Vistas
Los Angeles, California • Catalina Island, California • San Francisco, California • Astoria, Oregon • Victoria • Vancouver
Getaways for 80% off 2nd Sailor
Rome, Mykonos & the Amalfi Coast
Barcelona • Civitavecchia (Rome) • Amalfi Coast (Salerno) • Catania, Sicily • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Alaska Awe from Vancouver to Seattle
Vancouver • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Hubbard Glacier (Cruising), Alaska • Skagway, Alaska • Juneau, Alaska • Icy Strait Point, Alaska • Seattle, Washington
Getaways for 80% off 2nd Sailor
Brilliant Lady Seattle MerMaiden
Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington
Getaways for 80% off 2nd Sailor
Seattle, Juneau & Canadian Coasts
Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Juneau, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,366
per Cabin
Departing on:
Alaskan Glacier Blues & Coastal Views
Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,366
per Cabin
Departing on:
Inside Passage Alaska & Canadian Coasts
Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Hubbard Glacier (Cruising), Alaska • Skagway, Alaska • Icy Strait Point, Alaska • Haines, Alaska • Prince Rupert • Victoria • Seattle, Washington
Getaways for 80% off 2nd Sailor
Spanish Serenity to French Daydreams
Barcelona • Valencia • Palma de Mallorca • Cannes • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Italian Vistas to Spanish Sunsets
Barcelona • Civitavecchia (Rome) • La Spezia • Cannes • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Alaskan Inside Passage & Canadian Coasts
Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Icy Strait Point, Alaska • Hubbard Glacier (Cruising), Alaska • Sitka, Alaska • Victoria • Seattle, Washington
Getaways for 80% off 2nd Sailor
Istanbul Delights & Santorini Dreams
Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Moroccan Marvels & Mediterranean Wonders
Barcelona • Tangier • Lisbon • La Coruña • Bilbao • Le Verdon (Bordeaux) • Portsmouth
Getaways for 80% off 2nd Sailor
Inside Passage: Eat & Drink Edition
Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,346
per Cabin
Departing on:
Emerald Isles & Highland Wonders
Portsmouth • Cork (Cobh) • Belfast • Dublin • Liverpool • Greenock (Glasgow) • Stornoway, Isle of Lewis • Kirkwall • Invergordon • Edinburgh • Zeebrugge (Bruges) • Portsmouth
Getaways for 80% off 2nd Sailor
Baltic Wonders & Nordic Nights
Portsmouth • Hamburg • Copenhagen • Stockholm • Tallinn • Oslo • Portsmouth
Getaways for 80% off 2nd Sailor
Spanish, French & Italian Classics
Barcelona • Palma de Mallorca • Marseille (Provence) • Cannes • Ajaccio, Corsica • La Spezia • Barcelona
Getaways for 80% off 2nd Sailor
Eclipse in the Land of Fire and Ice
Portsmouth • Dublin • Greenock (Glasgow) • Stornoway, Isle of Lewis • Akureyri • Siglufjörður • Ísafjörður • Reykjavik • Edinburgh • Portsmouth
Getaways for 80% off 2nd Sailor
Total Eclipse of the (Med)
Barcelona • Palma de Mallorca • Ibiza • Cannes • Ajaccio, Corsica • La Spezia • Amalfi Coast (Salerno) • Catania, Sicily • Civitavecchia (Rome)
Getaways for 80% off 2nd Sailor
Bruges, Amsterdam, Hamburg & More
Portsmouth • Zeebrugge (Bruges) • Amsterdam • Hamburg • Portsmouth
Getaways for 80% off 2nd Sailor
Sicily, Naples, Cannes & More
Civitavecchia (Rome) • Catania, Sicily • Naples • Ajaccio, Corsica • Cannes • Livorno (Florence/Pisa) • Civitavecchia (Rome)
Getaways for 80% off 2nd Sailor
English Elegance to Idyllic Iceland
Portsmouth • Amsterdam • Edinburgh • Invergordon • Akureyri • Ísafjörður • Reykjavik
Getaways for 80% off 2nd Sailor
Rome, Florence, Mykonos & More
Civitavecchia (Rome) • Livorno (Florence/Pisa) • Naples • Catania, Sicily • Chania, Crete • Santorini • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Seattle to Alaska & British Columbia
Seattle, Washington • Sitka, Alaska • Icy Strait Point, Alaska • Skagway, Alaska • Tracy Arm Fjord (Cruising), Alaska • Ketchikan, Alaska • Vancouver
Getaways for 80% off 2nd Sailor
Vancouver Down the Cali Coast
Vancouver • Astoria, Oregon • San Francisco, California • Santa Barbara, California • Catalina Island, California • San Diego, California • Los Angeles, California
Getaways for 80% off 2nd Sailor