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Anna's Retreat, St. Thomas Boat Rentals & Yacht Charters

All inclusive sailing charters, half day full day fishing week long sunset sail
Sailing in Charlotte Amalie · 12 guests

All inclusive sailing charters, half day full day fishing week long sunset sail

5.0
$250/hour
Instant Book
Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI
Sailing in Charlotte Amalie · 12 guests

Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

5.0
$293/hour
Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran
Sailing in Charlotte Amalie · 12 guests

Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

4.6
$365/hour
Charter Sea Ray in Charlotte Amalie
Events in St. Thomas · 12 guests

Charter Sea Ray in Charlotte Amalie

5.0
$875+/day
Fun, Fast Island Flyer 40ft Catamaran- Limited Time Offer Pricing!
Powerboats in Charlotte Amalie · 12 guests

Fun, Fast Island Flyer 40ft Catamaran- Limited Time Offer Pricing!

1.0
$1,550/day
Instant Book
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
32ft Intrepid Charters USVI and BVI Day Trips!
Powerboats in St. Thomas · 10 guests

32ft Intrepid Charters USVI and BVI Day Trips!

5.0
$1,100/day
43ft Midnight Express for Charter in St. Thomas, U.S. Virgin Islands
Powerboats in St. Thomas · 12 guests

43ft Midnight Express for Charter in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
Charter A 37ft Open Midnight Express in St. Thomas, US Virgin Islands
Powerboats in St. Thomas · 12 guests

Charter A 37ft Open Midnight Express in St. Thomas, US Virgin Islands

5.0
$1,600/day
37ft Intrepid Center Console Boat 12 People in St. Thomas, U.S. Virgin Islands
Powerboats in St. Thomas · 12 guests

37ft Intrepid Center Console Boat 12 People in St. Thomas, U.S. Virgin Islands

New
$1,350/day
Fast & Fun 37' Midnight Express — Island Hop in Style!
Powerboats in St. Thomas · 12 guests

Fast & Fun 37' Midnight Express — Island Hop in Style!

New
$260+/hour
58ft Princess v58 Luxury Yacht Charter in St. Thomas, U.S. Virgin Islands
Events in St. Thomas · 12 guests

58ft Princess v58 Luxury Yacht Charter in St. Thomas, U.S. Virgin Islands

5.0
$2,750/day
Private 43’ Leopard Powercat Charter | Ultimate USVI/BVI Experience
Events in St. Thomas · 12 guests

Private 43’ Leopard Powercat Charter | Ultimate USVI/BVI Experience

New
$369+/hour
37ft Midnight Express Center Console Boat for 12 people in St. Thomas
Powerboats in St. Thomas · 12 guests

37ft Midnight Express Center Console Boat for 12 people in St. Thomas

4.8
$229+/hour
46' Monohull Sailing Private Charter in Charlotte Amalie
Sailing in St. Thomas · 6 guests

46' Monohull Sailing Private Charter in Charlotte Amalie

New
$200/hour
43ft Midnight Express Yacht for Charter in British Virgin Islands
Powerboats in St. Thomas · 12 guests

43ft Midnight Express Yacht for Charter in British Virgin Islands

New
$3,200/day
36' Power Cat Private Full-Day Charter- with Captain and Crew-NO FUEL CHARGE
Powerboats in St. Thomas · 12 guests

36' Power Cat Private Full-Day Charter- with Captain and Crew-NO FUEL CHARGE

5.0
$2,400/day
36' Power Cat Private Half-Day AM Charter – w/ Captain & Crew-NO FUEL CHARGE
Powerboats in St. Thomas · 12 guests

36' Power Cat Private Half-Day AM Charter – w/ Captain & Crew-NO FUEL CHARGE

New
$400/hour
Private Afternoon Half-Day Charter- All inclusive w/ Capt. & Crew-No Fuel Charge
Powerboats in St. Thomas · 12 guests

Private Afternoon Half-Day Charter- All inclusive w/ Capt. & Crew-No Fuel Charge

New
$1,600/day
50' Luxury Virgin Islands Private Yacht Charters
Events in St. Thomas · 12 guests

50' Luxury Virgin Islands Private Yacht Charters

New
$400+/hour
Luxury Sailing Catamaran for up to10 guests
Sailing in St. Thomas · 12 guests

Luxury Sailing Catamaran for up to10 guests

New
$1,500/night
32' Power Catamaran Boat Rental St. Thomas/St. John
Powerboats in St. Thomas · 8 guests

32' Power Catamaran Boat Rental St. Thomas/St. John

New
$179+/hour
32ft Intrepid Power Boat Rental British Virgin Islands Trip
Powerboats in St. Thomas · 8 guests

32ft Intrepid Power Boat Rental British Virgin Islands Trip

New
$313/hour
40ft Intrepid Power Boat Rental - British Virgin Islands Trip
Powerboats in St. Thomas · 12 guests

40ft Intrepid Power Boat Rental - British Virgin Islands Trip

New
$413/hour

Anna's Retreat Reviews

  1. DR

    David

    36' Power Cat Private Full-Day Charter- with Captain and Crew-NO FUEL CHARGE

    If I could give a higher rating than five stars I absolutely would! Captain Sully and Bianca were beyond amazing and we cannot wait to bring our friends & family back with us on the next trip! The boat was fully equipped with everything we needed for a fun and relaxing day on the water, Bianca and Captain Sully were both extremely informative about the islands, wildlife, and different locations to eat and explore the USVI. We also lost our drone out on the water and they have gone above and beyond to help us retrieve it even after we thought it was sunken and lost! 1000/10 experience and I definitely recommend this to anyone looking for a VIP experience

  2. VB

    Vincent

    36' Power Cat Private Full-Day Charter- with Captain and Crew-NO FUEL CHARGE

    Captain Scully was phenomenal, and first mate! Awesome team! My family felt safe and the drinks were always ready! Cheers 🍻 will use again!

  3. VK

    Vai

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    Captain AnneMarie and Osay were amazing. They made our day absolutely amazing from couple great snorkeling areas, a ship wreck to water island for a great lunch, snorkeling, paddle boarding etc. They both kept it fun and Osay was always there to help, assist or just give you great conversation with a smile on his face. Must experience in St Thomas. Would recommend doing a full day as well.

  4. WB

    Wendy

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    We rented from Scott's company for June 9, 2021. He was very attentive to responding to questions about the rental. The boat was exacting what is advertised....fantastic! We had Captain Splash and O'say as a crew fro the day. They were fantastic. They were prompt and onetime. When we first meet they asked if there were any special food or beverages we would like. We asked if there was champagne on board...he said no and said he would get some. We offered to pay for it but they would not let us pay for it. Five of the quests were in their 70's and my husband moves a bit slow...they were very accommodating to him to get on, move around the boat and disembark the boat. That made my husbands trip be fabulous. We had 7 people in our group of which 3 remained on the back by captain splash while 4 of us spent most of the time on the front. Captain splash remained in the back talking and entertaining and O'say took care of use on the front making sure we had drinks, reminding us to reapply suntan lotion and telling us about all the islands we went around. Both very delightful and knowledgeable about the boat, islands and making our trip fabulous. They got us lunch at a fun shack on honeymoon island...Best fish tacos & wraps I ever had! The only regret is that we didn't rent the boat more than 1 day. DO NOT HESITATE TO RENT! Wendy Basford

  5. SN

    Shelby

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    10 starts!! (this is going to be a long one but an informative one) Wow is all you will say after you’v booked with the beat charter company on USVI! I don’t ever want to try any other company because theres no competition. This was the best experience ever! I cant wait to book again. Everyone and everything was nothing but amazing! I was speechless. First of all I took a beautiful sailing yacht called C'est La Vie with Seas the Day Charters(Scott and Hope). It was perfect for my birthday which hosted a party of 4. Very affordable, clean, spacious and just more than what I could’ve imagine. Our mate Alyssa and captain Pogan were absolutely wonderful! I don’t recall a time not seeing either one of them smiling. They were friendly and definitely helpful my party and I didn’t have to lift a finger. Captain Pogan was a smooth driver and knows his way around the waves. I booked the half day charter 9am-1pm and we didn’t want to leave! Captain Pogan took us to St. John from St. Thomas to a beautiful beach called Honeymoon beach (you also have the option of Trunk bay) where Alyssa carried us in a power boat to shore. We spent some time there and then she came back to get us. I felt very special on my day thank you so much! My booking included snacks like chips, peanuts, granola bars, cheeze its, unlimited rum punch, bottled water and sodas provided by the charter company. They also offer options for you to upgrade your charter by purchasing food, fruit, cakes, bottles of wine,champagne and anything else you may like to include on your day. I took advantage of this option by ordering a sandwich and fruit platers for my party. The young lady Hope who I’ve had conversations with about planning my charter experience is a real pleasure. Hope is super nice and sweet. I didn’t have any issues when it came to communicating with her via email or by phone. Whatever you want or need she will make it happen for you. I can’t say thank you enough!

  6. Shawn

    Shawn

    Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

    We had a great time on the Pisces. Captain Judi and Callia were a great crew to be with. They took us to two different snorkeling spots that were great. Callia looked after us in the water and followed us to make sure we were all safe and got back to the boat. She also makes a great, and strong, Pisces punch. The Pisces was in great shape and fit my family of 10 very comfortably. Next time we are in St Thomas I will certainly book with them again.