7-Night Eastern Caribbean Cruise
Norwegian Aqua
November 15, 2026

Miami, Puerto Plata, St. Thomas, Tortola, Great Stirrup Cay, Miami
Cruise Planners Exclusive Pricing
Inside from $1,229 $1,120 per person + $25 onboard credit (May be combinable with: Free At Sea offers, BOGO Air - Additional Costs if selected) 

7-Night Southern Caribbean Cruise
Norwegian Prima
December 27, 2026

San Juan, St. Maarten, Basseterre, Bridgetown, Castries, St. Thomas, Tortola, San Juan
Cruise Planners Exclusive Pricing
Inside from $2,629 $2,268 per person + Up to $200 onboard credit (May be combinable with: Free At Sea offers, BOGO Air - Additional Costs if selected) 

7-Night Caribbean Cruise
Eurodam
November 21, 2026

Miami, Key West, Ocho Rios, George Town, Cozumel, Miami
Cruise Planners Exclusive Pricing
Balcony from $1,699 $1,489 per person + $50 onboard credit (Combinable with Have It All Sale - Additional Costs if selected)

7-Night Western Caribbean Cruise
Star Princess
December 26, 2026

Ft. Lauderdale, Grand Turk, Amber Cove, Celebration Key, Grand Bahama, Ft. Lauderdale
Cruise Planners Exclusive Pricing
Balcony from $3,664 $2,054 per person + $50 onboard credit 

5-Night Western Caribbean Cruise
Freedom of the Seas
December 12, 2026

Miami, Nassau, Costa Maya, Miami
Cruise Planners Exclusive Pricing
Inside from $450 $363 per person + $50 onboard credit 

7-Night Western Caribbean Cruise
Enchantment of the Seas
January 17, 2027

Tampa, Roatan, Belize City, Cozumel, Tampa
Cruise Planners Exclusive Pricing
Inside from $964 $428 per person + $50 onboard credit 

7-Night Western Caribbean Cruise
Celebrity Reflection
December 21, 2026

Fort Lauderdale, Key West, Cozumel, George Town, Fort Lauderdale
Cruise Planners Exclusive Pricing
Prime Veranda from $2,377 $1,821 per person + $50 onboard credit (Always Included Perks included)

7-Night Eastern Caribbean Cruise
Celebrity Apex
December 19, 2026

Port Canaveral, Puerto Plata, St. Thomas, St. Kitts, Port Canaveral
Cruise Planners Exclusive Pricing
Infinite Veranda from $2,548 $2,143 per person + $50 onboard credit (Always Included Perks included)

14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Jan 9th 2027

ReturnsSat, Jan 23rd 2027

Nights14

Departing PortPhilipsburg

Ports of CallPhilipsburg, Charlestown, Pointe a Pitre, Mayreau, Roseau, Basseterre, Gustavia, Philipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, Philipsburg

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSun, Jan 10th 2027

ReturnsSun, Jan 17th 2027

Nights7

Departing PortSan Juan

Ports of CallSan Juan, Basseterre, Gustavia, Philpsburg, Great Harbour, Jost Van Dyke BVI, San Juan

All Suite Ship  Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Jan 12th 2027

ReturnsTue, Jan 19th 2027

Nights7

Departing PortPuerto Caldera

Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Fuerte Amador, Panama Canal Daylight Transit, Panama, Colon

 In 2021, this  all-suite ship will have completed a renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infinity pool, and fitness ar…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Jan 14th 2027

ReturnsThu, Jan 21st 2027

Nights7

Departing PortPapeete

Ports of CallPapeete, Motu Mahaea, Society Islands, Fakarava, Rangiroa Atoll, Bora Bora (2 Days), Papeete

Star Breeze is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach. In 2021, this  all-suite ship will have completed a renovation as part of t…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

14 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Jan 14th 2027

ReturnsThu, Jan 28th 2027

Nights14

Departing PortPapeete

Ports of CallPapeete, Motu Mahaea, Society Islands, Fakarava, Rangiroa Atoll, Bora Bora (2 Days), Papeete, Uturoa, Raiatea, Society Islands, French Polynesia (2 Days), Motu Mahaea, Society Islands, Bora Bora (2 Days), Huahine, Moorea, Papeete (2 Days)

Star Breeze is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach. In 2021, this  all-suite ship will have completed a renovation as part of t…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

15 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Explorer

DepartsFri, Jan 15th 2027

ReturnsSat, Jan 30th 2027

Nights15

Departing PortBarcelona

Ports of CallBarcelona (2 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (Rome), Naples, Messina, Dubrovnik (2 Days), Zadar, Venice (2 Days)

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Explorer

DepartsFri, Jan 15th 2027

ReturnsFri, Jan 22nd 2027

Nights7

Departing PortBarcelona

Ports of CallBarcelona (2 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (Rome)

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

10 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsSat, Jan 16th 2027

ReturnsTue, Jan 26th 2027

Nights10

Departing PortSanta Cruz de Tenerife

Ports of CallSanta Cruz de Tenerife, Santa Cruz de la Palma, El Hierro, San Sebastian, La Gomera, Porto Santo, Funchal, Madeira (2 Days), Lanzarote, Santa Cruz de Tenerife

With wide open, teak decks, the Wind Spirit is truly remarkable for a ship of its size. Plenty of spacious public places mean you can easily socialise with friends or just enjoy a quiet drink. Wind Spirit offers two primary dining venues. AmphorA Restaura…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Jan 16th 2027

ReturnsSat, Jan 23rd 2027

Nights7

Departing PortPhilipsburg

Ports of CallPhilipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, Philipsburg

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

14 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Jan 16th 2027

ReturnsSat, Jan 30th 2027

Nights14

Departing PortPhilipsburg

Ports of CallPhilipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, Philipsburg, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Gustavia, Philipsburg

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

9 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSun, Jan 17th 2027

ReturnsTue, Jan 26th 2027

Nights9

Departing PortSan Juan

Ports of CallSan Juan (2 Days), Leverick Bay, Virgin Gorda, Soufriere Bay, Cruising Pitons, Falmouth, Basseterre, Gustavia, San Juan

All Suite Ship  Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

8 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsMon, Jan 18th 2027

ReturnsTue, Jan 26th 2027

Nights8

Departing PortBridgetown

Ports of CallBridgetown, Grande Anse, Castries, Pigeon Island (2 Days), Admiralty Bay, Bequia, Mayreau, St. George's, Bridgetown

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Jan 19th 2027

ReturnsTue, Jan 26th 2027

Nights7

Departing PortColon

Ports of CallColon, Panama Canal Daylight Transit, Panama, Fuerte Amador (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera

 In 2021, this  all-suite ship will have completed a renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infinity pool, and fitness ar…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Jan 21st 2027

ReturnsThu, Jan 28th 2027

Nights7

Departing PortPapeete

Ports of CallPapeete, Uturoa, Raiatea, Society Islands, French Polynesia (2 Days), Motu Mahaea, Society Islands, Bora Bora (2 Days), Huahine, Moorea, Papeete (2 Days)

Star Breeze is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach. In 2021, this  all-suite ship will have completed a renovation as part of t…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

21 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Jan 21st 2027

ReturnsThu, Feb 11th 2027

Nights21

Departing PortPapeete

Ports of CallPapeete, Uturoa, Raiatea, Society Islands, French Polynesia (2 Days), Motu Mahaea, Society Islands, Bora Bora (2 Days), Huahine, Moorea, Papeete (2 Days), Fakarava, Omo'a, Fatu Hiva, Atuona, Hiva Oa, Taiohae, Rangiroa Atoll, Motu Mahaea, Society Islands, Bora Bora (2 Days), Moorea, Papeete (2 Days)

Star Breeze is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach. In 2021, this  all-suite ship will have completed a renovation as part of t…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

8 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Explorer

DepartsFri, Jan 22nd 2027

ReturnsSat, Jan 30th 2027

Nights8

Departing PortCivitavecchia (Rome)

Ports of CallCivitavecchia (Rome), Naples, Messina, Dubrovnik (2 Days), Zadar, Venice (2 Days)

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Jan 23rd 2027

ReturnsSat, Jan 30th 2027

Nights7

Departing PortPhilipsburg

Ports of CallPhilipsburg, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Gustavia, Philipsburg

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Jan 23rd 2027

ReturnsSat, Feb 6th 2027

Nights14

Departing PortPhilipsburg

Ports of CallPhilipsburg, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Gustavia, Philipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, Philipsburg

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipWind Star

DepartsSun, Jan 24th 2027

ReturnsSun, Jan 31st 2027

Nights7

Departing PortPuerto Caldera

Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Fuerte Amador, Panama Canal Daylight Transit, Panama, Colon

Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

7 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Jan 26th 2027

ReturnsTue, Feb 2nd 2027

Nights7

Departing PortPuerto Caldera

Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Fuerte Amador, Panama Canal Daylight Transit, Panama, Colon

 In 2021, this  all-suite ship will have completed a renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infinity pool, and fitness ar…

Inside Cabin

Call for pricing

Outside

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing