Philipsburg, Sint Maarten, Caribbean cruise port
CaribbeanLeeward Islands › Sint Maarten

Philipsburg, Sint Maarten, Caribbean

Two nations on one island. The Dutch side serves up duty-free Front Street, a long sandy beach steps from the pier, and the Caribbean's best plane-spotting show at Maho. The French side adds Marigot's open-air market and Orient Beach's European flair — all within a half-hour drive.

⚓ Docked (A.C. Wathey Cruise Pier)🕒 Typical call: 8-10 hrs💵 USD widely accepted🗣️ Dutch/English (French on north side)🏖️ Beach + shopping port
Docking
Dr. A.C. Wathey Cruise Pier — up to 5 ships; 10-min walk or free shuttle to Philipsburg
Walk to center
15 min on foot to Front Street or 5 min by water taxi/shuttle
Best For
Duty-free shopping, Great Bay Beach, Maho plane-watching, cross-island daytrip
Don't Miss
Maho Beach for low-flying jets, and a walk along Great Bay Beach at sunset

Getting Ashore

Ships dock at the A.C. Wathey Cruise Facility in Pointe Blanche — a short shuttle or water-taxi ride from the heart of Philipsburg.

Getting Ashore in Philipsburg

  • 1
    Wathey Cruise Pier (Pointe Blanche)Most ships dock here. A free or low-cost shuttle runs from the pier to Bobby's Marina at the east end of Philipsburg's Great Bay. Water taxis ($7 pp round-trip) are also available and faster.
  • 2
    Water Taxi to Front StreetThe quickest route into town. Water taxis depart from the pier dock and land at the boardwalk, right beside Great Bay Beach and Front Street duty-free shops.
  • 3
    On FootYou can walk the 1.5 km / ~15 min along the waterfront road from the pier into Philipsburg if the heat isn't a factor. Flat and straightforward.

💡 Pro move: Bobby's Marina is a well-marked landmark at the east end of the boardwalk — a useful meeting point for tour pickups and taxis.

Piers & Tendering by Cruise Line

Philipsburg handles up to five ships simultaneously at the modern A.C. Wathey Cruise Facility.

Cruise LineTypical Berth / ArrivalDock or Tender
Most major cruise linesDr. A.C. Wathey Cruise Pier, Pointe Blanche📍Docked
Smaller expedition/yacht vesselsBobby's Marina or Great Bay anchorage📍Tendered

Top Excursions

St. Maarten packs an outsized variety into 88 sq km — beach clubs, island-hopping, plane-spotting, and a full French-side daytrip all within reach.

Iconic

Maho Beach Plane-Spotting

Planes land at Princess Juliana Airport so low you can almost touch them. Grab a beer at Sunset Bar and Grill, watch the jet blast, and marvel at one of the world's most photographed runway approaches.

⏱ 2-3 hrs🚌 15 min from Philipsburg📷 Unmissable
Find Maho Beach tours →
Relax

Orient Beach (French Side)

The island's most beautiful beach — a long arc of white sand on the French side with beach clubs, loungers, watersports, and a clothing-optional section. About 30 min from Philipsburg by taxi.

⏱ Half-day🏖️ Best beach on the island🚕 30 min by taxi
Find Orient Beach excursions →
Culture

Marigot & French St. Martin

Cross the open border into the French collectivity for Marigot's waterfront market, Fort Saint-Louis ruins, and French patisseries. A completely different vibe from the Dutch side — and no passport control.

⏱ 3-4 hrs🥐 French cuisine🏛️ Fort Saint-Louis
Find island tour excursions →
Adventure

America's Cup Sailing

Race aboard a real 12-meter America's Cup yacht in Great Bay. Crews compete head-to-head — you grind winches, work the sails, and feel like a proper sailor for a few hours.

⏱ 2-3 hrs⛵ Active participation🌊 Great Bay
Find sailing excursions →
Nature

Loterie Farm & Fly Zone Ziplines

Set in the hills of the French side near Pic du Paradis, Loterie Farm offers ziplines, a treetop walk, and a cool freshwater pool — a refreshing escape from the beach crowds.

⏱ 3-4 hrs🌿 Rainforest setting🎿 Zipline available
Find Loterie Farm tours →
Food

Front Street Food & Rum Bar Crawl

Philipsburg's Front Street and boardwalk are lined with local rum bars and casual Caribbean restaurants. Sample guavaberry rum (the local specialty) and fresh seafood without ever leaving the waterfront.

⏱ 2-3 hrs🍹 Guavaberry rum🦞 Seafood
Find food tour excursions →

Self-Guided Walks & Hikes

Philipsburg is compact and easy to explore on foot — the main boardwalk and Front Street are the twin arteries of any self-guided stroll.

Great Bay Boardwalk & Front Street Loop

1.5 km · Flat · 30-45 min

Walk the Great Bay Beach boardwalk from Bobby's Marina westward, dipping in and out of Front Street's duty-free shops, then return along the beach. The full strip covers everything central Philipsburg has to offer.

  1. StartBobby's Marina, Philipsburg
  2. StopPhilipsburg Boardwalk
  3. StopFront Street, Philipsburg
  4. EndWathey Square, Philipsburg
🗺️ See full route in Maps →

Fort Amsterdam Headland

~3 km one way · Moderate · 1 hr+

Head west around Great Bay toward the Divi Little Bay peninsula, where the ruins of Fort Amsterdam sit on the headland between Great Bay and Little Bay. Built in 1631, it's the oldest Dutch fortification in the Caribbean, with good views back over Great Bay. Most visitors take a short taxi rather than walk the full way.

  1. StartFort Amsterdam Sint Maarten
📍 Open in Maps

Weather & Best Time to Visit

Climate normals for Philipsburg, Sint Maarten, Caribbean (2014–2023 averages). Pack for the month you sail — highs, lows, and how many rainy days to expect.

MonthAvg HighAvg LowRainy Days
Jan30°F / -1°C15°F / -9°C10
Feb30°F / -1°C14°F / -10°C15
Mar39°F / 4°C20°F / -7°C12
Apr45°F / 7°C25°F / -4°C12
May57°F / 14°C34°F / 1°C13
Jun67°F / 19°C43°F / 6°C13
Jul78°F / 26°C50°F / 10°C6
Aug77°F / 25°C50°F / 10°C6
Sep67°F / 19°C42°F / 6°C8
Oct52°F / 11°C31°F / -1°C11
Nov38°F / 3°C19°F / -7°C11
Dec29°F / -2°C13°F / -11°C12

Source: Open-Meteo ERA5 (10-yr daily averages)

Insider Tips

  • 💵
    USD is king. Almost every shop, restaurant, and beach bar in Philipsburg accepts US dollars. No need to exchange currency for a day in town.
  • 🛍️
    Front Street duty-free is real. Jewelry, liquor, electronics, and cigars are genuinely discounted compared to US prices — but compare prices before you commit. A few shops inflate 'original' prices.
  • ✈️
    Maho Beach jet blast is serious. Signs warn visitors for a reason. Stay behind the fence or you will be knocked over. The best viewing is from Sunset Bar's deck.
  • 🚕
    Taxis don't have meters. Agree on the price before you get in. Shared vans (numbered routes) are cheaper. The taxi stand at Wathey Square lists standard fares.
  • 🌧️
    Afternoon showers are brief. Caribbean squalls pass fast. Don't cancel beach plans over a gray morning — it usually clears by 10 AM.

Cruises Calling Here

Upcoming cruises that call at Philipsburg, Sint Maarten, Caribbean. Dates, prices, and ports of call change — always confirm with the cruise line before booking.

Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 02 Jan 20277 nights8 portsDeparts 2027 Jan 02
View itinerary · 8 ports
7 days, round-trip 7 Night Leeward Islands Cruise
  1. 02 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 03 JanCharlestown Nevis, Nevis Island
  3. 04 JanCabrits Dominica
  4. 05 JanDeshaies, Basse-Terre Island Guadeloupe
  5. 06 JanTerre-de-Haut Island, Guadeloupe
  6. 07 JanFalmouth Antigua
  7. 08 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 09 JanArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 02 Jan 19:00 20277 nights8 portsDeparts 2027 Jan 02
View itinerary · 8 ports
7 days, round-trip 7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise
  1. 02 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 03 Jan 08:00 - 18:00Falmouth Antigua
  3. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 05 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 05 Jan 19:00 - 06 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 08 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 09 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3167from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 02 Jan 19:00 202714 nights15 portsDeparts 2027 Jan 02
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 02 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 03 Jan 08:00 - 18:00Falmouth Antigua
  3. 04 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 05 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 05 Jan 19:00 - 06 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 07 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  7. 08 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 09 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  10. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  11. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  12. 13 Jan 08:00 - 16:00Roseau, Dominica
  13. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  14. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  15. 16 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5419from / pp
MSC Seaview
MSC Cruises
Round-trip from Fort-de-France
⚓ Calls 05 Jan 07:00 - 19:00 20277 nights7 portsDeparts 2027 Jan 02
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 02 Jan 23:00Departing from Fort-de-France, Martinique
  2. 03 Jan 09:00 - 19:00Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  3. 05 Jan 07:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  4. 06 Jan 07:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 07 Jan 07:00 - 19:00Basseterre St Kitts, Port Zante
  6. 08 Jan 07:00 - 19:00Roseau, Dominica
  7. 09 Jan 07:00Arriving in Fort-de-France, Martinique
Find this cruise to book →
$890from / pp
MSC Meraviglia
MSC Cruises
Round-trip from Miami
⚓ Calls 05 Jan 08:00 - 18:00 20278 nights6 portsDeparts 2027 Jan 02
View itinerary · 6 ports
8 days, round-trip Eastern Caribbean
  1. 02 Jan 16:00Departing from Miami, Florida
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  4. 07 Jan 07:00 - 15:30St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 08 Jan 10:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  6. 10 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$508from / pp
MSC Meraviglia
MSC Cruises
Round-trip from Miami
⚓ Calls 05 Jan 08:00 - 18:00 202714 nights10 portsDeparts 2027 Jan 02
View itinerary · 10 ports
14 days, round-trip Caribbean Bahamas
  1. 02 Jan 16:00Departing from Miami, Florida
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  4. 07 Jan 07:00 - 15:30St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 08 Jan 10:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  6. 10 Jan 07:00 - 16:00Miami, Florida
  7. 12 Jan 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  8. 14 Jan 08:00 - 18:00MSC Ocean Cay, Bahamas private island
  9. 15 Jan 08:00 - 17:00Nassau, Bahamas, New Providence Island
  10. 16 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$901from / pp
Rhapsody Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 05 Jan 08:00 - 17:00 20277 nights7 portsDeparts 2027 Jan 02
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 02 Jan 18:00Departing from San Juan, Puerto Rico
  2. 03 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 04 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  4. 05 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  5. 06 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 07 Jan 08:00 - 17:00Roseau, Dominica
  7. 09 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$689from / pp
Icon Of The Seas
Royal Caribbean Cruises
Round-trip from Miami
⚓ Calls 05 Jan 08:00 - 18:00 20277 nights5 portsDeparts 2027 Jan 02
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean Perfect Day
  1. 02 Jan 16:30Departing from Miami, Florida
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 07:00 - 14:30St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 08 Jan 08:30 - 17:00Coco Cay, Bahamas, Royal Caribbean
  5. 09 Jan 06:00Arriving in Miami, Florida
Find this cruise to book →
$1734from / pp
MSC Seaview
MSC Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 05 Jan 07:00 - 19:00 20277 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 03 Jan 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 05 Jan 07:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 07:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 07:00 - 19:00Basseterre St Kitts, Port Zante
  5. 08 Jan 07:00 - 19:00Roseau, Dominica
  6. 09 Jan 07:00 - 23:00Fort-de-France, Martinique
  7. 10 Jan 08:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$1030from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 05 Jan 08:00 - 18:00 202716 nights12 portsDeparts 2027 Jan 04
View itinerary · 12 ports
16 days, one-way from San Juan to Miami
  1. 04 Jan 17:00Departing from San Juan, Puerto Rico
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  5. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 08:00 - 17:00Miami, Florida
  7. 13 Jan 09:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  8. 14 Jan 08:00 - 18:00Samana, Dominicana
  9. 15 Jan 09:00 - 23:00San Juan, Puerto Rico
  10. 16 Jan 09:00 - 20:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  11. 17 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  12. 20 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$7385from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 05 Jan 08:00 - 18:00 20277 nights6 portsDeparts 2027 Jan 04
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 04 Jan 17:00Departing from San Juan, Puerto Rico
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  5. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$3850from / pp
AIDAbella
AIDA Cruises
Round-trip from La Romana
⚓ Calls 06 Jan 07:00 - 18:00 202714 nights11 portsDeparts 2027 Jan 02
View itinerary · 11 ports
14 days, round-trip Karibik Mittelamerika ab Dominikanische Republik
  1. 02 Jan 22:00Departing from La Romana, Dominicana
  2. 04 Jan 08:00 - 20:00St Johns Antigua, RCI Royal Beach Club
  3. 05 Jan 07:00 - 20:00Basseterre St Kitts, Port Zante
  4. 06 Jan 07:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  5. 07 Jan 07:00 - 16:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 08 Jan 11:00 - 18:00Samana, Dominicana
  7. 10 Jan 08:00 - 21:00Montego Bay, Jamaica
  8. 12 Jan 08:00 - 17:00Puerto Limon, Costa Rica
  9. 13 Jan 05:30 - 16:00Colon, Panama
  10. 14 Jan 10:00 - 17:00Cartagena Colombia
  11. 16 Jan 08:00Arriving in La Romana, Dominicana
Find this cruise to book →
Price on request
Allure Of The Seas
Royal Caribbean Cruises
Round-trip from Miami
⚓ Calls 06 Jan 08:00 - 18:00 20277 nights5 portsDeparts 2027 Jan 03
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean Cruise
  1. 03 Jan 16:00Departing from Miami, Florida
  2. 06 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 07 Jan 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 08 Jan 11:30 - 18:00Puerto Plata-Amber Cove, Dominicana
  5. 10 Jan 06:00Arriving in Miami, Florida
Find this cruise to book →
$1057from / pp
Odyssey Of The Seas
Royal Caribbean Cruises
Round-trip from Cape Liberty Bayonne
⚓ Calls 07 Jan 08:00 - 18:00 202711 nights6 portsDeparts 2027 Jan 03
View itinerary · 6 ports
11 days, round-trip Eastern Caribbean Cruise
  1. 03 Jan 15:00Departing from Cape Liberty Bayonne, New Jersey
  2. 07 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 08 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 09 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  5. 10 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 14 Jan 06:00Arriving in Cape Liberty Bayonne, New Jersey
Find this cruise to book →
$1431from / pp
Celebrity Ascent
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 07 Jan 08:00 - 18:00 202711 nights8 portsDeparts 2027 Jan 04
View itinerary · 8 ports
11 days, round-trip Best of Southern Caribbean Holiday
  1. 04 Jan 15:30Departing from Fort Lauderdale, Port Everglades, Florida
  2. 07 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 08 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 09 Jan 08:00 - 18:00Castries, St Lucia Island
  5. 10 Jan 08:00 - 18:00Bridgetown, Barbados
  6. 11 Jan 08:00 - 18:00Roseau, Dominica
  7. 12 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  8. 15 Jan 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$1597from / pp
MSC Opera
MSC Cruises
Round-trip from Fort-de-France
⚓ Calls 08 Jan 08:00 - 18:00 202714 nights13 portsDeparts 2027 Jan 01
View itinerary · 13 ports
14 days, round-trip Southern Caribbean
  1. 01 Jan 19:00Departing from Fort-de-France, Martinique
  2. 02 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  3. 03 Jan 07:30 - 15:30Tortola Island BVI, Road Town, UK Virgin Islands
  4. 04 Jan 09:00 - 23:30La Romana, Dominicana
  5. 05 Jan 12:00 - 20:00Samana, Dominicana
  6. 06 Jan 13:30 - 21:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 07 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  8. 08 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  9. 10 Jan 08:00 - 18:00Catalina Island, Dominicana
  10. 11 Jan 07:00 - 23:30La Romana, Dominicana
  11. 12 Jan 07:00 - 17:00Catalina Island, Dominicana
  12. 14 Jan 09:00 - 19:00Bridgetown, Barbados
  13. 15 Jan 08:00Arriving in Fort-de-France, Martinique
Find this cruise to book →
$1622from / pp
Arvia
P&O Cruises
Round-trip from Bridgetown
⚓ Calls 08 Jan 202714 nights9 portsDeparts 2027 Jan 01
View itinerary · 9 ports
14 days, round-trip Eastern Caribbean Islands Fly-Cruise
  1. 01 JanDeparting from Bridgetown, Barbados
  2. 04 JanFort-de-France, Martinique
  3. 05 JanBasseterre St Kitts, Port Zante
  4. 06 JanTortola Island BVI, Road Town, UK Virgin Islands
  5. 08 JanPhilipsburg St Maarten, Netherlands Antilles
  6. 09 Jan - 10 JanSt Johns Antigua, RCI Royal Beach Club
  7. 12 JanCastries, St Lucia Island
  8. 13 JanSt Georges Grenada
  9. 15 JanArriving in Bridgetown, Barbados
Find this cruise to book →
Price on request
Arvia
P&O Cruises
Round-trip from Bridgetown
⚓ Calls 08 Jan 202714 nights9 portsDeparts 2027 Jan 02
View itinerary · 9 ports
14 days, round-trip Eastern Caribbean Islands Fly-Cruise
  1. 02 JanDeparting from Bridgetown, Barbados
  2. 04 JanFort-de-France, Martinique
  3. 05 JanBasseterre St Kitts, Port Zante
  4. 06 JanTortola Island BVI, Road Town, UK Virgin Islands
  5. 08 JanPhilipsburg St Maarten, Netherlands Antilles
  6. 09 Jan - 10 JanSt Johns Antigua, RCI Royal Beach Club
  7. 12 JanCastries, St Lucia Island
  8. 13 JanSt Georges Grenada
  9. 16 JanArriving in Bridgetown, Barbados
Find this cruise to book →
Price on request
Valiant Lady
Virgin Voyages Cruises
Round-trip from San Juan
⚓ Calls 08 Jan 08:00 - 17:00 20277 nights7 portsDeparts 2027 Jan 02
View itinerary · 7 ports
7 days, round-trip 7 Night Southern Caribbean Cruise
  1. 02 Jan 20:00Departing from San Juan, Puerto Rico
  2. 03 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 05 Jan 08:00 - 20:00Bridgetown, Barbados
  4. 06 Jan 08:00 - 18:00Castries, St Lucia Island
  5. 07 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  6. 08 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  7. 09 Jan 06:30Arriving in San Juan, Puerto Rico
Find this cruise to book →
$973from / pp
MSC Opera
MSC Cruises
Round-trip from La Romana
⚓ Calls 08 Jan 08:00 - 18:00 20277 nights7 portsDeparts 2027 Jan 04
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 04 Jan 23:30Departing from La Romana, Dominicana
  2. 05 Jan 12:00 - 20:00Samana, Dominicana
  3. 06 Jan 13:30 - 21:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 07 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  5. 08 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  6. 10 Jan 08:00 - 18:00Catalina Island, Dominicana
  7. 11 Jan 07:00Arriving in La Romana, Dominicana
Find this cruise to book →
$820from / pp
Azamara Journey
Azamara Cruises
San Juan → Miami
⚓ Calls 08 Jan 08:00 - 22:00 20279 nights8 portsDeparts 2027 Jan 05
View itinerary · 8 ports
9 days, one-way from San Juan to Miami
  1. 05 Jan 18:00Departing from San Juan, Puerto Rico
  2. 06 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 07 Jan 08:00 - 18:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 08 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  5. 09 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  6. 10 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  7. 11 Jan 07:30 - 14:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 14 Jan 06:00Arriving in Miami, Florida
Find this cruise to book →
$2779from / pp
Viking Sea
Viking Cruises
Round-trip from San Juan
⚓ Calls 08 Jan 20279 nights10 portsDeparts 2027 Jan 06
View itinerary · 10 ports
9 days, round-trip 10 Night West Indies Explorer Cruise
  1. 06 JanDeparting from San Juan, Puerto Rico
  2. 07 JanSt Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 08 JanPhilipsburg St Maarten, Netherlands Antilles
  4. 09 JanBasseterre St Kitts, Port Zante
  5. 10 JanSt Johns Antigua, RCI Royal Beach Club
  6. 11 JanCastries, St Lucia Island
  7. 12 JanBridgetown, Barbados
  8. 13 JanRoseau, Dominica
  9. 14 JanSt Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  10. 15 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$6099from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 09 Jan 20277 nights12 portsDeparts 2027 Jan 09
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 09 JanDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 10 JanAnguilla Island, UK, Sandy Ground
  3. 11 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 11 JanTortola Island BVI, Road Town, UK Virgin Islands
  5. 12 JanNorman Island BVI, The Bight, UK Virgin Islands
  6. 12 JanNorman Island BVI, The Bight, UK Virgin Islands
  7. 13 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 13 Jancoastal cruising
  9. 14 JanBasseterre St Kitts, Port Zante
  10. 14 JanSaint Kitts island
  11. 15 JanGustavia St Barths, Saint-Barthelemy Island France
  12. 16 JanArriving in Philipsburg St Maarten, Netherlands Antilles
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Price on request
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 09 Jan 19:00 202714 nights15 portsDeparts 2027 Jan 09
View itinerary · 15 ports
14 days, round-trip 14 Night Star Collector Caribbean Explorations Cruise
  1. 09 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  4. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Jan 08:00 - 16:00Roseau, Dominica
  6. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 16 Jan 06:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  9. 17 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 18 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  11. 18 Jan 19:00 - 19 Jan 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  12. 20 Jan 08:00 - 22:00Prickly Pear Island BVI, UK Virgin Islands
  13. 21 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  14. 22 Jan 08:00 - 17:00Falmouth Antigua
  15. 23 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$5519from / pp
Wind Surf
Windstar Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 09 Jan 19:00 20277 nights8 portsDeparts 2027 Jan 09
View itinerary · 8 ports
7 days, round-trip 7 Night Classic Caribbean Cruise
  1. 09 Jan 19:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 10 Jan 08:00 - 17:00Charlestown Nevis, Nevis Island
  3. 11 Jan 07:00 - 13:00Iles des Saintes, Guadeloupe
  4. 12 Jan 08:00 - 17:00Mayreau Island, Grenadines
  5. 13 Jan 08:00 - 16:00Roseau, Dominica
  6. 14 Jan 08:00 - 22:00Basseterre St Kitts, Port Zante
  7. 15 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  8. 16 Jan 06:00Arriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
$3251from / pp
See more cruises visiting Philipsburg →

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