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Circle Caribbean Holiday

14 nights · Island Princess · 9 ports · 5 days at sea

Day 1, Fort Lauderdale (Port Everglades)

Selected day

Day 1 & Day 15

Fort Lauderdale (Port Everglades)

United States · Embarkation & return

New River views, coastal gardens, Fort Lauderdale history.

Port Everglades is the cruise port for Fort Lauderdale, Florida, and is one of the busiest cruise ports in the world. It is about 4 km (2.5 miles) from Fort Lauderdale-Hollywood International Airport and is a major departure point for Caribbean sailings.

Ways to spend your day

  • Riverwalk public paths

    Choose a manageable public section beside the New River.

  • Bonnet House Museum and Gardens

    Choose selected first-floor exhibit rooms and garden spaces.

  • Historic Stranahan House

    Choose selected rooms on the self-guided audio visit.

We may earn a commission if you book through these links. Tour information and images: Viator. Suggestions are not live availability. Confirm availability, meeting point, start time and return buffer on Viator before booking. Don’t assume a ship-return guarantee.

Day 2At sea.A full day at sea aboard Island Princess. Sailing from Fort Lauderdale (Port Everglades) toward Oranjestad.

Explore Island Princess

Day 3At sea.A full day at sea aboard Island Princess. Sailing from Fort Lauderdale (Port Everglades) toward Oranjestad.

Explore Island Princess

Day 4

Oranjestad

Aruba

Town flavors or a beach day.

Oranjestad docks in the middle of town, with the pastel Dutch frontages and the shops immediately outside the terminal. Aruba's draw is the beach rather than the capital, and Eagle and Palm are both short rides north.

Ways to spend your day

  • Town & Dutch pancakes

    Browse town and the waterfront, with pancakes or lunch at Renaissance Marketplace.

  • Eagle Beach

    Choose Eagle Beach for your main outing, checking shade and rentals before settling in.

  • Palm Beach & food

    Choose Palm Beach for a beach area with nearby restaurants and watersports.

Day 5

Willemstad

Curaçao

Choose town or the coast.

Willemstad docks beside Otrobanda, and the walk across the Queen Emma pontoon bridge into the painted Handelskade frontage is the best free thing in the southern Caribbean. Curaçao's shore diving is unusually good and starts a short ride east.

Ways to spend your day

  • Waterfront & Punda

    Explore the colorful city waterfront and choose a lunch stop around the harbor crossing arrangements.

  • Lunch in Otrobanda

    Make a waterfront meal the focus, with a shorter walk and no need to fill the whole day with stops.

  • Mambo Beach

    Choose one beach area with a clear entrance, facilities and return pickup.

Day 6

Kralendijk

Bonaire

Waterfront or island water.

Kralendijk docks in the middle of a very small capital, and Bonaire's entire draw is underwater: the island's west coast is a marine park you can enter from the shore. Bring or rent a mask rather than booking a boat, and the day organises itself.

Ways to spend your day

  • Waterfront & lunch

    Explore town on foot and choose breakfast or lunch by the water.

  • Te Amo beach stop

    Use a return taxi for a beach outing without a second boat connection.

  • Klein Bonaire picnic

    Choose the offshore beach only when the water-taxi schedule leaves a comfortable return.

Day 7At sea.A full day at sea aboard Island Princess. Sailing from Kralendijk toward Fort-de-France.

Explore Island Princess

Day 8

Fort-de-France

Martinique

City streets or a cross-bay beach.

Fort-de-France docks at Pointe Simon, a short walk from the market, the cathedral and the Schoelcher library. Martinique is French in a way that surprises first-time visitors, and the beaches worth the drive are all south at Les Anses-d'Arlet and Sainte-Anne.

Ways to spend your day

  • Culture & Creole lunch

    Choose a compact city route and a lunch stop with service confirmed first.

  • Anse Mitan across the bay

    Choose the landing that fits your beach and plan the return sailing before buying.

  • A closer seaside stop

    Combine a shorter city-waterfront outing with a look around the nearby streets.

Day 9

Bridgetown

Barbados

A town walk or Carlisle Bay.

Bridgetown docks at the Deep Water Harbour, a hot fifteen-minute walk or a short taxi from the centre. Barbados rewards going further than the town: the west coast beaches, Harrison's Cave and the Atlantic surf at Bathsheba are all different islands in effect.

Ways to spend your day

  • Historic Bridgetown

    Explore the city with a flexible route, keeping the port transfer separate from your town time.

  • Carlisle Bay package

    Compare the cruise-passenger package and its return schedule before committing to a beach day.

  • A shorter port visit

    Stay with the terminal’s food and shops when you prefer a short outing or less travel.

Day 10

Roseau

Dominica

Waterfalls or a waterfront day.

Roseau docks in the capital, a small working town with the Caribbean's greenest interior directly behind it. Dominica is a hiking and waterfall island rather than a beach one: Trafalgar Falls, the Emerald Pool and the boiling lake trail are what the day is for.

Ways to spend your day

  • Trafalgar Falls viewpoint

    Choose the designated viewing route and a prearranged return drive.

  • Museum & Roseau

    Explore the waterfront and nearby cultural stops, with a transfer included if berthed at Woodbridge Bay.

  • Creole waterfront lunch

    Build a relaxed outing around Palisades lunch, with the café as a lighter alternative.

Day 11

Basseterre

St. Kitts and Nevis

At your own pace.

Port Zante puts you in the middle of Basseterre, so the town is a walk and the beaches are a short ride south to Frigate Bay. The scenic railway around the old sugar estates is the excursion that is genuinely hard to arrange independently.

Ways to spend your day

  • Stay close

    Browse Port Zante, wander into town, and leave room for a relaxed return.

  • Beach lunch

    Make the beach your main outing, with lunch at Carambola and a return ride arranged.

  • Fortress views

    Make the historic fortress the focus, then browse the port if your call leaves time.

Day 12

St. Thomas

U.S. Virgin Islands

Choose a beach day or explore Charlotte Amalie

St. Thomas is the busiest of the US Virgin Islands, and ships berth at Havensight or Crown Bay, both a short ride from the capital at Charlotte Amalie. Magens Bay is the beach everyone goes to; the ferry across to St.

Ways to spend your day

  • Magens Bay & lunch

    Choose beach time and Fairchild’s in one place, with park entry and rentals budgeted separately.

  • Sapphire Beach

    Spend the outing at Sapphire with your rental arrangements and return point settled.

  • Keep it near your arrival

    Use your arrival area’s shops and food options when a beach round trip would squeeze the day.

Day 13At sea.A full day at sea aboard Island Princess. Sailing from St. Thomas toward Fort Lauderdale (Port Everglades).

Explore Island Princess

Day 14At sea.A full day at sea aboard Island Princess. Sailing from St. Thomas toward Fort Lauderdale (Port Everglades).

Explore Island Princess

Day 15Fort Lauderdale (Port Everglades).Disembarkation, back where the cruise started.

Fort Lauderdale (Port Everglades) port guide

The map illustrates the route. Port times, where supplied, may change. Follow the ship’s all-aboard deadline on the day.

Your ship · Princess Cruises

Island Princess

Guests
2,210
Decks
16
Built
2003
Full Island Princess guide →

Dining on Island Princess

  • Sabatini's: Our Italian speciality restaurant has been voted one of the “Best Cruise Ship Speciality Restaurants” at sea by USA TODAY. · Extra charge · Deck 7
  • Bayou Café & Steakhouse: A mixture of French, Spanish and African influences, New Orleans cuisine is one of the oldest culture-driven cooking styles in the U.S. · Extra charge · Deck 7
  • Horizon Court: Our World Fresh Marketplace menu is offered in Horizon Court. Enjoy an endless selection that changes throughout the day to satisfy the most discriminating palate. · Deck 14
  • La Patisserie: For cappuccino, espresso and other coffee specialities, as well as fresh pastries throughout the day, head to La Patisserie for quick treats in a comfortable, casual sidewalk café-style setting. · Deck 5
Explore the ship →
What Princess Cruises includes →

What to pack

Typical weather ashore. Not a forecast.

Historical averages from NASA POWER. Check a forecast near departure.

Schedule supplied 2026-11-02. Ports and times are subject to change; the cruise line confirms the final itinerary.

Your sailing

Let’s get this cruise booked

From $1,624 per person

Checked November 7, 2026
Cabin categories, per person
Inside$1,624
Oceanview$1,924
Balcony$2,199
Suite$2,949

Final fare, inclusions and cabin availability are confirmed as we arrange your booking.