Windstar 8 Nights Caribbean

Mind, Body And Spirit Collection: Bermuda Bliss

Star Pride • Embarkation: Boston

Voyage Overview

Embark Date 20-Oct-2026
Disembark Date 28-Oct-2026
Duration 8 Nights
Vessel Star Pride

Day-by-Day Itinerary

Day 1: BOSTON, MA

Founded in 1630 by Puritan settlers, Boston is one of the oldest cities in the U.S. It was a pivotal place during the American Revolution for the Boston Massacre, the Boston Tea Party, the Battle of Bunker Hill and the Siege of Boston. Tourists to Boston see the Faneuil Hall Marketplace, the JFK Library and Museum, the Museum of Fine Arts, the New England Aquarium, and the USS Constitution.

Day 2: SEAD

SEAD

Day 3: SEAD

SEAD

Day 4: HAMILTON

The capital of Bermuda is the energetic heart of Bermuda. A walk along Front Street on the harbor features interesting pastel-colored colonial buildings and boutiques. Sites to see here include the Cathedral of the Most Holy Trinity, built in 1869 with a tower that displays panoramic views of the city. Find the Bermuda National Gallery and the Bermuda Aquarium, Museum and Zoo.

Day 5: HAMILTON

The capital of Bermuda is the energetic heart of Bermuda. A walk along Front Street on the harbor features interesting pastel-colored colonial buildings and boutiques. Sites to see here include the Cathedral of the Most Holy Trinity, built in 1869 with a tower that displays panoramic views of the city. Find the Bermuda National Gallery and the Bermuda Aquarium, Museum and Zoo.

Day 6: ST GEORGES BERMUDA

In 2000 St. George's was named a UNESCO World Heritage Site, founded in 1609 by an English ship that got blown off course, Strolling the streets of St George's will feel like a step back in time. The well-preserved buildings and fortress have made it a haven of British colonial architecture including St. Peter's Church. Natural sites to see here in addition include Tobacco Bay Beach, Tom Moore's Jungle, Cooper's Island Nature Reserve, Ferry Reach National Park, and the Crystal Caves of Bermuda.

Day 7: ST GEORGES BERMUDA

In 2000 St. George's was named a UNESCO World Heritage Site, founded in 1609 by an English ship that got blown off course, Strolling the streets of St George's will feel like a step back in time. The well-preserved buildings and fortress have made it a haven of British colonial architecture including St. Peter's Church. Natural sites to see here in addition include Tobacco Bay Beach, Tom Moore's Jungle, Cooper's Island Nature Reserve, Ferry Reach National Park, and the Crystal Caves of Bermuda.

Day 8: SEAD

SEAD

Day 9: SEAD

SEAD

Day 10: SAN JUAN

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

About Star Pride

Star Pride
  • Cruise Line: Windstar
  • Guest Capacity: 3 guests
  • Vessel Type: Ocean Liner / Mega-Cruise Ship
  • IMO Registration: 8707343
Starting From
$2,218
per person / based on double occupancy
Category Estimates
Inside Cabin: Call
Oceanview Cabin: $2,218
Private Balcony: $3,206
Luxury Suite: $3,368
Book Online Now
Prefer Personalized Service?

Speak directly with an expert cruise consultant. We can place a courtesy 48-hour hold with zero obligation.

Call 1-888-883-0460