Boston To San Juan Cruise

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Departure Date

November 09, 2025

Overview

Cruise Overview 

Set sail for a once-in-a-lifetime experience and venture across the ocean on a Repositioning cruise. Your 7-night adventure begins in Boston, Massachusetts , an exciting city that’s worth exploring a few days before your cruise starts. Once on Brilliance of the Seas, you’ll visit incredible destinations as you journey across the ocean to San Juan, Puerto Rico.

 

Highlights

Brilliance of the Seas

Oneway From:Boston, Massachusetts to San Juan, Puerto Rico

Visiting:

  • Boston, Massachusetts 
  • Royal Naval Dockyard, Bermuda
  • St. John's, Antigua
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico

Departs at 5:00 pm

Historic Acorn Street, Boston, Massachusetts

Skyline of Dock during Sunset, Boston, Massachusetts

Public Garden George Washington Statue, Boston, Massachusetts

Boston Common Massachusetts  Maple Oak Fall

Harbor Walk Battery Wharf End, Boston, Massachusetts

Planning a cruise out of Boston? Dedicate some time before or after your vacation to soak up all the history and quaint New England charm this city has to offer. Start your adventure in the sprawling Boston Common park, the oldest city park in the United States. Then head to Boston Public Garden — the country’s first botanical garden — for a relaxing swan boat ride across the lagoon. If you want to check out some truly impressive architecture, go to Copley Square and admire the Romanesque exterior of Trinity Church, pop inside the historic Public Library, and walk past the local boutiques and restaurants housed in charming 19th-century townhouses along nearby Newberry Street. History buffs will find plenty of options to explore the city’s rich past, from the Salem witch trials to the American Revolution. Hop aboard a trolley tour to discover the best of Boston in one day, or hit the Freedom Trail, a two-and-a-half-mile walk through Downtown Boston that winds past 16 historically significant sites.

Your ship departs promptly at 5:00 pm, so plan to arrive at least 2-3 hours early to account for checking in and boarding protocols. During this time, many of the ship's amenities are open and operating, so feel free to start your vacation early.

Brilliance of the Seas

Guests Enjoying a Sunny Day at the Pool

 

While at sea, take time to recharge before the next adventure. Lounge by the pool, be spoiled at the spa, dine at any of the onboard restaurants or explore the thrills on each deck until we arrive at the next destination.

Docked from 9:00 am - 3:45 pm

Bermuda's most famous beach

Bermuda Tranquil Beach

Beach on a Sunny Day, Bermuda

Kayaking the Crystal Clear Blue Waters, Bermuda

Group of Horseback Riders on the Beach, Bermuda

Woman Snorkeling by a Coral, Bermuda

Bermuda Tranquil Beach

Couple of a Romantic Beach Stroll, Bermuda

Group Jet Skiing near a Shipwreck in the Clear Turquoise Waters, Bermuda

Woman Snorkeling by a Coral, Bermuda

Group of Horseback Riders on the Beach, Bermuda

Bermuda's most famous beach

Bermuda is an outdoor adventurer’s paradise. Explore British colonial landmarks, pastel-painted estates and military strongholds on land, or tee off on a brilliantly green golf course. For endless underwater thrills, journey beneath the waves to discover enthralling sea life and historic reef wrecks All while enjoying legendary pink sand beaches and plenty of quirky, delicious places to dine.

Brilliance of the Seas

Sunny Day at the Solarium

 

While at sea, take time to recharge before the next adventure. Lounge by the pool, be spoiled at the spa, dine at any of the onboard restaurants or explore the thrills on each deck until we arrive at the next destination.

Docked from 8:00 am - 6:00 pm

Sunny Day at Shirley Heights, The Lookout, St. John's, Antigua

Catamarans Docked with Baroque Cathedral in the Distance, St. John's, Antigua

Devil's Bridge, St. Johns, Antigua

In the capital of St. John, you can peek into local craft shops or explore a centuries-old British naval base in Nelson’s Dockyard. If beachcombing is more your speed, choose from any of Antigua’s 365 beaches. The island offers the best of both worlds, from bustling markets and candy-colored colonial buildings to winding rainforest trails and hidden coves.

Docked from 8:00 am - 6:00 pm

Rocks Beach Shore, Tortola, British Virgin Island

Small Boat On Shore, Tortola, British Virgin Island

Fish Underwater Coral, Tortola, British Virgin Island

Tortola blends British roots, West Indies flair and a colorful history built upon pirate lore. Explore the capital city of Road Town. Charter a boat for a scenic sail. Or take a ferry to the neighboring islands of Virgin Gorda, Anegada or Jost Van Dyke.

Arrives at 6:00 am

View of the 16th Century Citadel, El Morro, San Juan, Puerto Rico

Puerto Rico’s 500-year-old capital is a history buff’s dream come true. The Spanish settled this harbor as a New World home base, and that influence is still evident, from the fortress walls lining the coastline to the rainbow of colonial buildings along narrow streets. Venture further out from the old town and nature unfolds. You can scale high into the jungled mountains of El Yunque Forest, or keep to the foothills on a riverside horseback ride. If despacito is more your speed, pick a pristine beach and recline with codfish fritter and rum drink in hand. San Juan cruises give you the perfect outpost to dial up or dial down your vacation.

The cruise might have ended, but there are still some great activities to enjoy in the area. If you flew into this port, be mindful of your departure flight time and plan accordingly.