

Cruise itinerary
9-Night Repositioning Cruise from Boston, Massachusetts
9 nights · Repositioning · 7 ports of call
9-night Repositioning cruise aboard Celebrity Summit, departing Boston, Massachusetts and calling at Puerto Plata, Samaná, Charlotte Amalie, Saint John's, Tortola and San Juan (Puerto Rico).
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Celebrity Summit
- Cruise line
- Celebrity Cruises
- Duration
- 9 nights
- Region
- Repositioning
- Departs
- Boston, Massachusetts
- Returns
- San Juan (Puerto Rico)
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Celebrity Summit sailing, typically within 24 hours.
Where this voyage takes you
- Family Friendly
Day-by-day itinerary
- Day1

Boston, Massachusetts
Depart 16:00
A historic New England port city in Massachusetts, central to the American Revolution. Boston is known for the Freedom Trail linking colonial landmarks, the Italian North End, Fenway Park, and the cobbled streets of Beacon Hill.
- Freedom Trail
- Fenway Park
- North End
- Day2At sea
- Day3At sea
- Day4At sea
- Day5

Puerto Plata
Arrive 08:00 · Depart 17:00
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day6

Samaná
Arrive 07:00 · Depart 15:00
- Day7

Charlotte Amalie
Arrive 10:00 · Depart 18:00
St. Thomas's harbour town in the U.S. Virgin Islands — a deep, sheltered bay ringed by red-roofed hills. Known for duty-free shopping along Main Street and the easy hop to Magens Bay or a ferry across to quieter St. John.
- Magens Bay
- Main Street shopping
- ferry to St. John
- Day8

Saint John's
Arrive 08:00 · Depart 17:00
The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
- Nelson's Dockyard
- Dickenson Bay
- Shirley Heights
- Day9

Tortola
Arrive 08:00 · Depart 17:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day10

San Juan (Puerto Rico)
Arrive 05:00
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
Upcoming departures
- 20 Oct 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
9-Night Repositioning Cruise from Boston, Massachusetts FAQ
Which ports does this cruise visit?
This 9-night Repositioning cruise calls at Boston, Massachusetts, Puerto Plata, Samaná, Charlotte Amalie, Saint John's, Tortola and San Juan (Puerto Rico).
How many days are spent at sea?
3 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from Boston, Massachusetts and ends in San Juan (Puerto Rico).
How long is this cruise?
9 nights aboard Celebrity Summit.
When does this itinerary sail?
Upcoming departures include 20 Oct 2027. A NestCruise advisor can confirm current availability.