SeaDream Yacht Club Cruises

120 sailings with SeaDream Yacht Club day-by-day itineraries

SeaDream Yacht Club logo

SeaDream Yacht Club Travel Agent

Book With a Cruise Specialist

Waterways Cruise is a cruise specialist travel agency that helps clients plan and book SeaDream Yacht Club cruises to Anguilla, Antigua and Barbuda, Bahamas, Barbados, Belgium, BVI, Charlotte Amalie, Croatia and more. Our advisors know SeaDream Yacht Club's ships, itineraries and onboard experience first-hand, so you get expert guidance, access to exclusive rates, and one dedicated point of contact from booking through the day you sail.

120 Sailings Found
Departs
November 1st 2026
Duration
13 nights
Ports of call:
Philipsburg St Maarten, Sint Maarten

8 Days One-Way from Philipsburg St Maarten to Bridgetown

SeaDream I

Departs
November 14th 2026
Duration
7 nights
Ports of call: +2 more ports
Lisbon, Portugal

14 Days One-Way from Lisbon to San Juan

SeaDream II

Departs
November 14th 2026
Duration
13 nights
From
$12,519
per person, double occupancy
Ports of call:

Why Book With Waterways Cruise?

Four decades of expertise, one dedicated advisor, and every detail handled, from your front door to the gangway and back.

Personal Service

Cruise Concierge

A dedicated advisor who learns your name, your travel style and your preferences, then stays with you from the first conversation to the day you return home. Not a call center. Never a stranger.

Tailor-Made

100% Custom‑Built

No cookie-cutter packages. Flights, hotels, transfers and shore days are designed from scratch around how you actually like to travel, then refined until the trip feels like yours.

Expertise

40+ Years in Travel

Founded by J. Richard, a four-decade veteran of the travel industry, and focused solely on premium river and ocean cruising. Decades of ship and itinerary knowledge go into every recommendation.

Security

Book With Total Confidence

A travel agency that is a proud member of Signature Travel Network, CLIA, ASTA and IATA.

Bridgetown, Barbados

8 Days Bridgetown, Barbados Round Trip

SeaDream I

Departs
November 21st 2026
Duration
7 nights
From
$10,619
per person, double occupancy
Ports of call:
San Juan, Puerto Rico

9 Days One-Way from San Juan to St Thomas Island USVI

SeaDream II

Departs
November 27th 2026
Duration
8 nights
Ports of call: +4 more ports
Bridgetown, Barbados

8 Days One-Way from Bridgetown to St Johns Antigua

SeaDream I

Departs
November 28th 2026
Duration
7 nights
Ports of call: +2 more ports
St Johns Antigua, Antigua and Barbuda

8 Days One-Way from St Johns Antigua to San Juan

SeaDream I

Departs
December 5th 2026
Duration
7 nights
From
$15,520
per person, double occupancy
Ports of call: +3 more ports
St Thomas Island USVI, Charlotte Amalie, US Virgin Islands

8 Days St Thomas Island Usvi, Us Virgin Islands Round Trip

SeaDream II

Departs
December 5th 2026
Duration
7 nights
From
$13,727
per person, double occupancy
Ports of call:
Departs
December 12th 2026
Duration
7 nights
From
$10,019
per person, double occupancy
Ports of call: +3 more ports
St Thomas Island USVI, Charlotte Amalie, US Virgin Islands

8 Days One-Way from St Thomas Island USVI to San Juan

SeaDream II

Departs
December 12th 2026
Duration
7 nights
From
$14,327
per person, double occupancy
Ports of call: +3 more ports
St Thomas Island USVI, Charlotte Amalie, US Virgin Islands

9 Days St Thomas Island Usvi, Us Virgin Islands Round Trip

SeaDream I

Departs
December 19th 2026
Duration
8 nights
From
$13,079
per person, double occupancy
Ports of call: +3 more ports
San Juan, Puerto Rico

9 Days San Juan, Puerto Rico Round Trip

SeaDream II

Departs
December 19th 2026
Duration
8 nights
From
$11,979
per person, double occupancy
Ports of call: +1 more port
St Thomas Island USVI, Charlotte Amalie, US Virgin Islands

8 Days One-Way from St Thomas Island USVI to San Juan

SeaDream I

Departs
December 27th 2026
Duration
7 nights
From
$30,620
per person, double occupancy
Ports of call: +1 more port
San Juan, Puerto Rico

8 Days One-Way from San Juan to St Thomas Island USVI

SeaDream II

Departs
December 27th 2026
Duration
7 nights
From
$32,319
per person, double occupancy
Ports of call:
San Juan, Puerto Rico

7 Days San Juan, Puerto Rico Round Trip

SeaDream I

Departs
January 3rd 2027
Duration
6 nights
From
$12,166
per person, double occupancy
Ports of call:
San Juan, Puerto Rico

8 Days San Juan, Puerto Rico Round Trip

SeaDream I

Departs
January 9th 2027
Duration
7 nights
From
$13,727
per person, double occupancy
Ports of call: +1 more port
St Thomas Island USVI, Charlotte Amalie, US Virgin Islands

8 Days One-Way from St Thomas Island USVI to Philipsburg St Maarten

SeaDream II

Departs
January 31st 2027
Duration
7 nights
From
$15,820
per person, double occupancy
Ports of call: +1 more port
Philipsburg St Maarten, Sint Maarten

8 Days One-Way from Philipsburg St Maarten to Marigot

SeaDream II

Departs
February 7th 2027
Duration
7 nights
Ports of call: +2 more ports

Created by the Waterways Cruise content team and reviewed and fact-checked by , Sr. Cruise Travel Agent and Founder of Waterways Cruise.

Published May 16, 2026 · Last updated October 25, 2026

Fares, availability and itineraries change often. Confirm current details with your cruise line or a Waterways Cruise agent before you book.


Cruise Disclosure

Good to know: Prices are quoted per person based on double occupancy and include all applicable taxes and fees. Availability and prices can change quickly, so please continue through the booking process to confirm the latest availability and pricing before you pay.

We work hard to make sure everything on this website is accurate and up to date. However, some information may be incomplete or inaccurate, including details supplied by third parties or otherwise outside our control, and we cannot be held responsible for such errors. We work with 41 cruise line operators, that are providing cruises on 585 ships visiting 1,731 ports across 7,194 unique cruises, creating 13,822 itineraries. This is a great deal of data to continually update daily from our suppliers. If a pricing error, misrepresentation, or omission occurs, we reserve the right to adjust the pricing, correct the information, or cancel or decline any booking made in error, with notice to you. Thank you for your understanding!