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Boat vacation rentals in Caribbean Sea

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Caribbean Sea boat rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly boat rentals

A 46-foot Amel Maramu sailboat is anchored in clear turquoise waters, surrounded by a serene landscape. Another sailboat is visible nearby, with lush greenery on a small island in the distance. The scene reflects a tranquil atmosphere, ideal for a peaceful getaway.
Boat in Panamá

Private San Blas Sailboat Experience - min 2 Guest

A 40' catamaran is anchored in clear turquoise waters, with a mountainous coastline visible in the background. The vessel is equipped with a spacious deck, and its sails are raised, catching the gentle breeze under a partly cloudy sky.
Boat in Saint George's
5 out of 5 average rating, 7 reviews

Grenada: Stay at sea

An aerial view of a sleek sailing yacht is presented, showcasing a white hull against vibrant blue waters. The boat features a spacious deck with navy seating, a main sail raised, and a tender attached at the back, ready for exploration.
Boat in PA
5 out of 5 average rating, 7 reviews

Holliday in French Polynesia with Micamale

The layout of the sailboat is presented, highlighting a spacious interior design. Two sleeping areas are located at the back, while the front features a cozy lounge area and kitchen appliances arranged thoughtfully along the central passage.
Boat in Samaná
4.53 out of 5 average rating, 36 reviews

Boat Experience, Marina Puerto Bahía Samana.

Superhost
The yacht is showcased in its sleek form, anchored in the marina. Its white exterior reflects the warm hues of the sky during sunset. Masts and rigging are visible, with other boats and a scenic waterfront providing a serene backdrop.
Boat in Cole Bay

54' Destiny in Rodney Bay Marina

A spacious sailboat is anchored in calm waters, surrounded by lush green hills. The vessel features two tall masts and is partially covered by a navy blue canopy. The serene landscape includes a glimpse of buildings and palm trees along the shoreline.
Boat
4.37 out of 5 average rating, 46 reviews

Adventure Boat + Snorkeling option

A luxury 55 ft. Carver Voyager Yacht is docked at the marina, displaying a sleek white exterior with a black canopy above the upper deck. The American flag is visible, fluttering in the light breeze. Calm water reflects the yacht, enhancing the serene setting.
Boat in Cancún

Trilogy on the Sea; Discounted Yacht Charters

A luxury sailing yacht is moored at the marina, displaying a blue hull and a covered deck. The space includes a large awning over the cockpit, providing shade. Nearby boats are visible in the background, and a wooden dock is seen leading to the yacht.
Boat in San Juan

Entire Serenity Boatel in the center of San Juan

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Boat rentals with beach access

Superhost
Boat in Cancún

Cancun yachts

The yacht Beauport is anchored in the clear blue waters, showcasing its sturdy hull and spacious deck. Its two levels are visible, along with various outdoor seating areas. The background features the coastline of Cozumel, complementing the tranquil maritime setting.
Boat in San Miguel de Cozumel

Mega Yacht in Cozumel - 1

A sailboat is docked at the marina, showing its sleek white hull and two life rings for safety. The deck features multiple relaxation spaces, with ropes and sails visible overhead, framed by neighboring boats illuminated by the soft glow of the sunset.
Boat

Large sailboat

A sailboat is anchored near a private dock, surrounded by lush greenery and vibrant flowers. The calm waters reflect the clear blue sky, with distant hills visible along the horizon. The well-maintained gardens offer a serene atmosphere for relaxation.
Boat in Bastimentos Island

Sailboat that includes 3 rooms

The spacious cockpit area is designed for relaxation, featuring comfortable lounge seating and a large dining table. Ample natural light illuminates the space, while the surrounding waters and distant hills create a serene backdrop.
Boat in English Harbour

Antigua: Catamaran Experience by Sunset Seas

A catamaran floats gently on calm waters, reflecting the clear blue sky above. The vessel features a spacious deck with shade provided by a canopy, along with a small dinghy secured at the side. The serene environment enhances the natural beauty of the Caribbean archipelago.
Boat

beautiful Prout 37 classic

Superhost
A sleek yacht is docked at the marina, featuring a clean white exterior with multiple fishing rods mounted on the top. The surrounding area includes palm trees and a calm waterfront, presenting a serene atmosphere by the water.
Boat in Maria Chiquita

Yacht in Playa Escondida

The image displays the bow of a catamaran named 'Mascali', securely docked. A small motorboat is tied alongside, with wooden steps leading onto the deck. The surrounding water is calm and has a rich turquoise hue, with other boats visible in the background.
Boat

Catamaran at the pontoon

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Waterfront boat rentals

A classic 43 ft Slocum yacht is docked in a marina, featuring a vibrant red and blue hull. The sailboat is surrounded by other vessels, with masts reaching high above. Calm waters reflect the sky, enhancing the tranquil setting.
Boat in Road Town
4.81 out of 5 average rating, 31 reviews

3 Bedrooms on Water BVI

A catamaran is anchored in clear turquoise waters under a partly cloudy sky. The boat features a blue canopy, and the French flag is visible at the top of the mast. Other sailboats are in the background, contributing to a serene maritime atmosphere.
Boat
5 out of 5 average rating, 3 reviews

Catamaran Timaiao G, Breakfast & Lunch incl.

Top guest favorite
A white sailboat is anchored in calm turquoise waters, surrounded by lush greenery and palm trees in the distance. The clear blue sky is dotted with a few white clouds, enhancing the tranquil scene of the sailing experience.
Boat
5 out of 5 average rating, 6 reviews

carribean voilier

A vintage sailboat, painted in soothing blue, is docked at the marina. The sailboat features a prominent black pirate flag and multiple masts adorned with bright blue tarps. The boat's deck is spacious, providing ample room for outdoor activities and relaxation.
Boat in Hopkins
4.79 out of 5 average rating, 91 reviews

Sail away on a vintage pirate sailboat!

A panoramic view from the deck of a catamaran, showcasing clear turquoise waters and a bright blue sky dotted with white clouds. The horizon is lined with distant islands, and a gentle breeze can be felt over the inviting sea surface.
Boat in San Blas Islands
5 out of 5 average rating, 3 reviews

San Blas Private Family Catamaran -All Inclusive

The classic 45 ft dual cabin trawler is moored at Green Cay Marina, showcasing a white hull with a sunshade covered flybridge. Clear blue skies and calm waters reflect the boat's silhouette, with surrounding greenery and other boats visible in the background.
Boat in Christiansted
4.74 out of 5 average rating, 19 reviews

LIVE THE CARIBBEAN DREAM ABOARD THE TRADEWINDS.

A 10-meter sailboat rests gently on the clear turquoise water, surrounded by lush green hills. The boat features a blue canopy and a red kayak floats nearby, adding a pop of color to the serene scene.
Boat in Marigot
4.85 out of 5 average rating, 33 reviews

Waterfront accommodation!!!

Guest favorite
Boat in San Blas Islands
5 out of 5 average rating, 27 reviews

Private All-Inclusive Sailboat: Authentic San Blas

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Destinations to explore