Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Boat Rentals in Essex, Massachusetts

Page 1 of 124 listings

Beautiful  Like New Rinker Fiesta Vee 31' Cruiser
Powerboats in Gloucester · 6 guests

Beautiful Like New Rinker Fiesta Vee 31' Cruiser

New
$175+/hour
Large Group Experience : Private Events  in Gloucester, Massachusetts
Events in Gloucester · 46 guests

Large Group Experience : Private Events in Gloucester, Massachusetts

5.0
$499+/hour
Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

5.0
$175+/hour
Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!
Sailing in Gloucester · 60 guests

Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!

New
$1,200+/hour
Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/hour
Charter a 45ft Boat in Gloucester – Perfect for Parties, Tours & Swims
Events in Gloucester · 31 guests

Charter a 45ft Boat in Gloucester – Perfect for Parties, Tours & Swims

New
$400+/hour
Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts
Sailing in Salem · 6 guests

Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

5.0
$550/hour
2 hour harbor cruise around historic Salem Sound
Fishing in Salem · 6 guests

2 hour harbor cruise around historic Salem Sound

5.0
$400/hour
50ft Viking Half Day Bottom Fishing Charter
Fishing in Salem · 6 guests

50ft Viking Half Day Bottom Fishing Charter

New
$250/hour
Full Day Bluefin Tuna Fishing Charter
Fishing in Salem · 6 guests

Full Day Bluefin Tuna Fishing Charter

New
$260/hour
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/hour
17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA
Powerboats in Haverhill · 6 guests

17ft Starcraft C-Star Bowrider on trailer in Haverhill, MA

5.0
$750/day
Private Charter in Boston Aboard Our Sleek 34ft Sea Ray Yacht
Events in Winthrop · 10 guests

Private Charter in Boston Aboard Our Sleek 34ft Sea Ray Yacht

New
$325/hour
34ft Sea Ray Motor Yacht in Boston for Rent
Events in Winthrop · 10 guests

34ft Sea Ray Motor Yacht in Boston for Rent

4.7
$325/hour
34 ft Sea ray Sun-dancer Yacht in Boston for rent
Events in Winthrop · 8 guests

34 ft Sea ray Sun-dancer Yacht in Boston for rent

New
$325/hour
34ft Sea Ray Motor Yacht in Boston
Events in Winthrop · 10 guests

34ft Sea Ray Motor Yacht in Boston

5.0
$325/hour
A Real Vibe On Boston Harbor! Rent the Regal Commodore 2760 Motor Yacht!
Events in Winthrop · 6 guests

A Real Vibe On Boston Harbor! Rent the Regal Commodore 2760 Motor Yacht!

5.0
$325/hour
Cruise Boston in this baby 34ft Sea Ray Motor Yacht
Events in Winthrop · 10 guests

Cruise Boston in this baby 34ft Sea Ray Motor Yacht

New
$325/hour
Boston Harbor Cruise with Grady-White 272 Sailfish Yacht
Powerboats in Winthrop · 6 guests

Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

New
$200/hour
⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.
Tours in Chelsea · 8 guests

⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

4.8
$300/hour
Book the Classic Bertram 26 Open Sport Motor Yacht in Boston, Massachusetts
Powerboats in Boston · 6 guests

Book the Classic Bertram 26 Open Sport Motor Yacht in Boston, Massachusetts

5.0
$150/hour
Posh Pontoon Tours around Boston
Powerboats in Cambridge · 11 guests

Posh Pontoon Tours around Boston

5.0
$200/hour
Monterey 335 - Enjoy Time on One of the Newest Boats in the Harbor
Events in Boston · 12 guests

Monterey 335 - Enjoy Time on One of the Newest Boats in the Harbor

5.0
$400+/hour
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
Sailing in Boston · 6 guests

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

5.0
$313+/hour

Essex Reviews

  1. AD

    Alice

    Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

    Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

  2. VL

    Vincent

    Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

    I booked a trip for my niece and nephew to scatter their mom's (my sister's) ashes. They were very pleased with the service, and it was a perfect day. Communication was fantastic, and the crew was very receptive to their needs. Don't hesitate to book with them!

  3. William

    William

    Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

    2nd sail w/ Rick & Deb. They are warm and entertaining hosts and their boat is a beauty. Wonderful sail last night and we were lucky to catch some wind and get up to 8 knots. A delicious charcuterie board was included. Highly recommend sailing the Artemis with Rick & Deb.

  4. David

    David

    Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

    Rick and Deb create an unmatched experience. Once someone experiences 64’ and multiple sails propelling one through the water…. The comforts, viewing and lounging locations onboard…and the company/conversation with the captain/first mate (Rick and Deb). Anyone will consider this one of the greatest values and investments in experience they have made in a long time. Highly recommend.

  5. DB

    David

    Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

    A Memorable Sailboat Adventure: Weathering the Storm with an exceptional Captain. Embarking on a sailboat outing can be an exhilarating experience, and my recent adventure certainly proved to be one for the books. Despite facing harsh weather conditions, the exceptional captain and crew aboard the sailboat managed to turn it into an unforgettable journey. Let me share the highlights of this remarkable trip. From the moment we stepped aboard, it was evident that we were in capable hands. The captain and crew exuded confidence, expertise, and a passion for sailing. Their extensive knowledge of the sea and their professionalism were evident throughout the entire voyage. They skillfully navigated the sailboat through turbulent waters, ensuring our safety remained their utmost priority at all times. The adverse weather conditions presented us with a unique challenge, but it was precisely during these moments that the captain's expertise truly shone. Their ability to handle the sailboat with finesse, adjusting the sails and making necessary adjustments to ensure stability, was nothing short of remarkable. Even amidst the pounding rain and fierce winds, we always felt secure under their capable command. While the tempestuous weather demanded our resilience, the comfort of the sailboat's warm cabin provided a welcome respite. It was here that the crew's attentiveness truly made a difference. They anticipated our needs, promptly offering warm beverages and blankets to keep us comfortable. Their friendly demeanor and willingness to engage in conversation added a delightful personal touch to the entire experience. Now, let's talk about the food. In a word: fantastic! Despite the challenges of preparing a meal aboard a moving sailboat, the crew managed to create a culinary experience that exceeded all expectations. From hearty tea to a delicious charcuterie platter, every bite was a delightful treat for the taste buds. The crew's attention to dietary preferences and dietary restrictions was commendable, ensuring that every guest felt accommodated and satisfied. Though the weather may have posed some difficulties, it ultimately became an unexpected catalyst for camaraderie among the passengers. We bonded over shared experiences and a collective sense of adventure. The captain and crew fostered a warm and inclusive atmosphere, encouraging us to learn about sailing, lending a helping hand, and sharing stories of their own sailing escapades. In summary, despite the challenging weather, my sailboat outing was a resounding success, largely due to the exceptional captain and crew. Their professionalism, expertise, and unwavering dedication to our safety made us feel secure throughout the journey. The outstanding food and the warmth of the cabin were added bonuses that contributed to our overall enjoyment. I highly recommend this sailboat adventure to anyone seeking an unforgettable experience, even in the face of rough seas.

  6. Valerie

    Valerie

    Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

    Deb and Rick were amazing. All the planning went smoothly as well as our sail. They were very accommodating. The lunch provided with our 4 hour sail was delicious and they were able to include a vegan option . I highly recommend to book your next adventure with them . We would definitely do it again .