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Old Lyme, Connecticut Boat Rentals

Page 1 of 124 listings

Overspray in Old Saybrook | 37ft Silverton Yacht
Powerboats in Old Saybrook · 6 guests

Overspray in Old Saybrook | 37ft Silverton Yacht

New
$300/hour
Instant Book
Luxury with No Limits - 43' Mystic Center Console
Powerboats in Old Saybrook · 13 guests

Luxury with No Limits - 43' Mystic Center Console

5.0
$800/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
35' Viking Sport Yacht- Cruise the Sound, Sunsets, Celebrations. Nature Viewing
Events in Clinton · 6 guests

35' Viking Sport Yacht- Cruise the Sound, Sunsets, Celebrations. Nature Viewing

New
$200/hour
Instant Book
One More Drift Charters - Half Day/Full Day Charter Fishing out of Clinton, CT
Fishing in Clinton · 4 guests

One More Drift Charters - Half Day/Full Day Charter Fishing out of Clinton, CT

5.0
$140/hour
Instant Book
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

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

5.0
$225/hour
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
31’ Bertram Classic with captain. Greenport NY
Events in Greenport · 6 guests

31’ Bertram Classic with captain. Greenport NY

New
$250/hour
Instant Book
40 Foot Tiara Motor Yacht Rental in Greenport, New York
Powerboats in Greenport · 6 guests

40 Foot Tiara Motor Yacht Rental in Greenport, New York

New
$600/hour
SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor
Events in Sag Harbor · 6 guests

SeaRay Sundancer 41' Power Sport Yacht Crusie in Sag Harbor

5.0
$700/hour
Sail on a classy and fast Sailing Yacht in the Hamptons, New York
Sailing in East Hampton · 6 guests

Sail on a classy and fast Sailing Yacht in the Hamptons, New York

5.0
$300+/hour
62' Pershing + 2 Seabobs Yacht Charter in Sag Harbor, New York
Events in Sag Harbor · 12 guests

62' Pershing + 2 Seabobs Yacht Charter in Sag Harbor, New York

New
$2,384/hour
42' Catalina Sailing Yacht in the Hamptons
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons

5.0
$312+/hour
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$700+/hour
Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New
$1,000/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups
Sailing in Sag Harbor · 25 guests

A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups

5.0
$850/hour
💎 Brand New Convertible Riva 76 Bahamas - NY
Events in Sag Harbor · 12 guests

💎 Brand New Convertible Riva 76 Bahamas - NY

New
$2,063+/hour
Classic Motor Yacht in Hampton's, Long Island
Powerboats in Sag Harbor · 12 guests

Classic Motor Yacht in Hampton's, Long Island

5.0
$750/hour
68 Galeon - Sexy looks, great for entertaining, with innovative outside spaces
Powerboats in Sag Harbor · 12 guests

68 Galeon - Sexy looks, great for entertaining, with innovative outside spaces

5.0
$1,300+/hour
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
Sailing in Sag Harbor · 41 guests

Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets

5.0
$1,250/hour
Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury
Events in Sag Harbor · 6 guests

Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury

5.0
$750/hour
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Events in Sag Harbor · 6 guests

36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

5.0
$375/hour
Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau
Sailing in Sag Harbor · 6 guests

Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau

New
$230+/hour

Old Lyme Reviews

  1. Chanel

    Chanel

    Classic Motor Yacht in Hampton's, Long Island

    This boat was perfect for a girls day on the water! John is a great communicator and captain brandon was amazing! We couldn’t have asked for a better time on the water.

  2. jw

    jenna

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Exactly the relaxing trip we had looked forward to, Captain Haven was just perfect!

  3. SA

    Stefana

    36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York

    Beautiful boat and our Capitan Hagen was amazing! We travelled from out of town and will definitely book again next time we come to town. 10/10 overall aesthetic and vibes!

  4. JR

    Jai

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

    We had a wonderful experience and found Captain Eric to be an excellent sailor and gracious host. He is extremely friendly, relaxed and a great conversationalist who has many stories to tell about the Thimble Islands and other topics. We had a large party with a two year old child and Captain Eric made us all comfortable and provided us with a perfect trip.

  5. Lauri

    Lauri

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

    CaptIn Eric provided an amazing experience for my family. Not only did he display his professional sailing skills but he accommodated time for dining and swimming and the thrill of being under sail on a beautiful sunny and windy day. We've already shared our great experience with friends and family and hope to join them for another trip on Erics Nomade.

  6. Ilona

    Ilona

    42' Catalina Sailing Yacht in the Hamptons

    We had a great day out on the water with Nate! He was very flexible with starting a bit later due to the weather and had great communication overall. He and his crew are very kind and professional. The boat is great and this is a must-do while you are in the Hamptons!