7-night Windward Islands Surf & Sunsets Cruise From San Juan, Puerto Rico
+1 more deal
1 of 2
Sailing Nov 8, 2026 - Jan 3, 2027
from $3,130 per person* taxes and fees included
Sailing Nov 8, 2026 - Jan 3, 2027
4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau
Taxes and fees included in all prices shown
Taxes and fees included in all prices shown
4.3
16 Reviews
Sort by
Dec 22, 2025
5 out of 5 stars
Pros: Fabulous time
Cons:
Accommodations
5
Activities
5
Entertainment
5
Food
5
Staff
5
Itinerary
4
Value
0
Overall
5
Recommend
Yes
Aug 18, 2024
5 out of 5 stars
Both the cruise and the pre-cruise land tour exceeded all expectations. Iceland had been on our list for quite some time, and it did not disappoint. Loved seeing the country on a smaller cruise ship that could get into the very small ports there. Amazing service, excellent quality food, rooms were quite large for the ship size. Specialty restaurant truly outstanding.
Pros: Friendly crew, great service, super food, casual, large cabins
Cons: None for us but some might like more evening entertainment
Accommodations
5
Activities
5
Entertainment
4
Food
5
Staff
5
Itinerary
5
Value
0
Overall
5
Recommend
Yes
Sep 16, 2023
5 out of 5 stars
The Icelandic people were very welcoming. Do not miss the day at the Blue Lagoon!
Pros: Enjoyed the smaller ship and the wonderful service
Cons: Everything was excellent
Accommodations
5
Activities
4
Entertainment
4
Food
5
Staff
5
Itinerary
4
Value
0
Overall
5
Recommend
Yes
Aug 27, 2022
5 out of 5 stars
We would travel on this ship again. Music groups were talented and fun to dance to their music.
Pros: Very responsive crew, large suites with balcony, great food, special care for restricted diets, choice of excursions
Cons: Beds were rather soft
Accommodations
4
Activities
5
Entertainment
5
Food
5
Staff
5
Itinerary
5
Value
0
Overall
5
Recommend
Yes
May 26, 2015
5 out of 5 stars
This was our first non-expedition cruise. We are highly averse to large ships and Star Pride was just fine with 104 cabins. The cabins were attractive and spacious, with adequate closet and drawer storage, a nice two sink bathroom, a comfortable sitting area and a veranda that we could (just barely) step onto. We only had one 110 outlet but had been expecting none so we were ready with adapters. Nice itinerary with a mixture of historic/archaeological sites and a few more recreational ports. Beautiful private candlelight dinner event at Ephesus. Service staff - cabin, restaurant and bar - all very friendly, attentive and fun. Excellent cocktail bar quartet - light jazz and jazzy pop. Very nice experience.
Pros: Cabins are outstanding. Service crew wonderful. Ship size (208) is perfect. Nice and balanced itinerary. Private dinner at Ephesus
Cons: Very few. Food good but not very destination specific or memorable. Shore excursions generally very good but ship staff not consistently knowledgeable. Ship shows its age in a few places but generally very attractive.
Accommodations
5
Activities
4
Entertainment
4
Food
4
Staff
5
Itinerary
5
Value
0
Overall
5
Recommend
Yes
Feb 2, 2025
4 out of 5 stars
My expectations of Windstar are very high after previous trips. Food very good, crew very good. Entertainment good. Liked the ship. Was greeted initial on board with perfunctory hand shake. No cool drink or bottle of water. We have cocktail hour libation. No hors d’oeuvres but stale potato chips. Just little things you do not expect
Pros: Crew food ship entertainment
Cons: A number of minor annoyances
Accommodations
4
Activities
3
Entertainment
5
Food
5
Staff
5
Itinerary
4
Value
0
Overall
4
Recommend
Yes
Taxes and fees included in all prices shown
Taxes and fees included in all prices shown
per person*
taxes & fees included
per person*
taxes & fees included
per person*
taxes & fees included
Sunday, November 8, 2026
Departing 7:00 PM
Monday, November 9, 2026
Cruising at sea
Tuesday, November 10, 2026
9:00 AM - 10:00 PM
Wednesday, November 11, 2026
8:00 AM - 10:00 PM
Thursday, November 12, 2026
8:00 AM - 5:00 PM
Friday, November 13, 2026
10:00 AM - 5:00 PM
Saturday, November 14, 2026
8:00 AM - 3:00 PM
Sunday, November 15, 2026
Arriving 7:00 AM
*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.
