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Portland, Connecticut Boat Rentals

Page 1 of 1 • 24 listings

Powerboats in Chester · 6 guests

Wellcraft Martinique Motor Yacht Charter in Chester, Connecticut

5.0

$250hour

Events in Connecticut · 12 guests

44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut

5.0

Snoozed - Active 02 Jan 2025

Fishing in Clinton · 4 guests

Captained 24ft Key West - fishing or cruising out of Clinton, CT

5.0

$130hour

Tours in New Haven · 6 guests

River Cruise, Sunset Cruise, Day party, Night Cruise

5.0

$50person

Water Sports in New Haven · 9 guests

Rent a Celebrity Cruiser with Captain included in price

New

$125person

Fishing in Branford · 6 guests

Enjoy Fishing or Cruising on a Downeast-Style Boat In Branford, Connecticut

5.0

$190hour

Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0

$145person

Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook

New

$300hour

Powerboats in Old Saybrook · 13 guests

Luxury with No Limits - 43' Mystic Center Console

5.0

$1,200hour

Powerboats in Connecticut · 7 guests

Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar

5.0

$140hour

Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0

$140person

Powerboats in Greenport · 6 guests

40 Foot Tiara Motor Yacht Rental in Greenport, New York

New

$600hour

Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New

$250hour

Events in Greenport · 12 guests

Italian Luxury Sanlorenzo 76SX in Greenport

New

$2,063-$3,125hour

Powerboats in Greenport West · 10 guests

North Fork Land & Sea: Perfect Southwind 2400SD for Sun, Sea and Harbor Hopping!

5.0

$200hour

Tours in Stratford · 6 guests

Luxury Cruiser 25ft Four Winns Vista

5.0

$125hour

Events in New Milford · 6 guests

Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah

New

$260hour

Powerboats in New Milford · 12 guests

Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford

New

$215hour

Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New

$200-$215hour

Powerboats in New Milford · 8 guests

Fun on Candlewood Lake 2022 G23 Wakeboarding, Surfing, Lake Cruise

5.0

$179-$219hour

Sailing in Sag Harbor · 3 guests

Hobie One 12 ft Sailboat for rent in Sag Harbor

New

$99hour

Events in Sag Harbor · 12 guests

44' 2023 Solaris + 2 Seabobs Yacht Charter in Sag Harbor, New York

New

$1,463hour

Powerboats in Sag Harbor · 8 guests

22' 2021 Bayliner Boat Rental in Sag Harbor, New York

New

$514hour

Events in Sag Harbor · 12 guests

32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York

New

$1,063hour

Portland Reviews

Susan

Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar
We had a thoroughly enjoyable experience, far above and beyond our expectations! Shan was not only a pleasure to be with but a knowledgeable, kind and patient water skier instructor and captain!
Jake

Fun on Candlewood Lake 2022 G23 Wakeboarding, Surfing, Lake Cruise
Chris is an awesome Captain with a sick surf boat. Highly recommend him!
CA
Cassie

River Cruise, Sunset Cruise, Day party, Night Cruise
We had so much fun! This was such an awesome, unique excursion and Captain Ian was knowledgeable and a blast! I can't wait to do it again
LF
Liqi

Sail to Fishers Island on a fast and classy 35' Sailboat
Friendly, prompt and good communication. Vessel was clean and in good shape. Weather was not helpful but was still a good time
Robert

Wellcraft Martinique Motor Yacht Charter in Chester, Connecticut
I highly recommend David’s services. David holds Captain License issued by US Coast Guards is extremely patient and very good teacher. If you want to learn boating/ navigation rules or just want to experience CT River and Long Island Sound boating, David is your best choice. I purchased larger boat and insurance company would not insure my boat unless I was trained by licensed Captain. I was able to book training with David right away, he adjusted his schedule and set up required course within a week. I’m very happy that I met David. I also plan to keep in touch with David in the future and organize couple trips together. Thank you David!!!
TT
Tara

44ft Sea Ray Motor Yacht with Licensed USCG Captain in Lyme, Connecticut
I would highly recommend!! Captain Jared and Tucker made our anniversary memorable. Communication was excellent, Jared reached out and made helpful suggestions on how we could make the most out of our ride. He was very accommodating, our guests continue to comment on how much they enjoyed our trip. We will book again soon. Thanks Jared!!