Set Sail with ClassyAnn Travel

Group cruises sailing from Galveston, Texas — plus custom-made ClassyAnn Tees for your whole crew.

2027 Group Cruises

Upcoming Sailings

May 1–9, 2027

8 days · Sailing from Galveston, TX

Theme: May Days in Bahama Waves
Sun · Sea · Sand · Good Times

Feb 25 – Mar 1, 2027

4 days · Sailing from Galveston, TX

Theme: Still In Love
Love · Laughs · Good Vibes

Oct 18–23, 2027

5 days · Sailing from Galveston, TX

Theme: Fall Into Cruising '27
Cooler Days · Warmer Places · Great Company

Custom Made

Custom Shirts

Send your request and your prints — I'll print them. Pay easily with Cash App $pay2ann or PayPal.

Cabins are limited on every group sailing — reserve yours before the payment deadlines.

Get In Touch

Ready to sail? Call, email, or send a booking inquiry below.

We usually reply within a day.