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View 2027 Trips (5)

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Passage

Myrtle Beach, SC to Biscayne Bay, Miami, FL

Offshore

2/25/2028 - 3/5/2028

Prepare for an exhilarating offshore challenge as you embark on a direct, non-stop passage from Myrtle Beach, South Carolina, to Biscayne Bay, Miami, Florida. This approximately 500-nautical-mile voyage is designed to immerse you fully in the rhythms and demands of true ocean sailing as you navigate between the mainland and the north-bound Gulf Stream. Your adventure begins with arrival at the boat on February 25 or February 26, 2028. After boat familiarization, safety review, and provisioning, we depart Myrtle Beach on February 27 and sail non-stop toward South Florida. Expected arrival in Biscayne Bay is March 3 or March 4, with departure from the boat on March 5. As a valued working crew member, you are an essential part of the vessel's operation every step of the way. You will actively engage in all facets of the journey, including adhering to a proper watch schedule, steering and helming, sail trimming, navigation, weather monitoring, and logbook recording. Daily life aboard also includes cooking and cleaning, ensuring the smooth operation of the sailboat. Whether you are a beginner seeking a comprehensive introduction to offshore life or an advanced sailor aiming to refine your capabilities, this passage offers a robust learning environment. For those pursuing formal certification, if you meet the qualifications, you may add ASA 106 Advanced Coastal Cruising ($800 per person) to your passage. Conditions can dictate schedule changes while underway. Please call Jason (843-241-6874) if you have any questions or would like to learn more.

$3,200 / $4,60010 Days3 of 3 available
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Passage

Biscayne Bay to Key West

Coastal

3/10/2028 - 3/18/2028

Join us for a classic Florida Keys coastal cruise from Biscayne Bay to Key West. This island-hopping adventure covers approximately 140 nautical miles over nine days, blending day sails, overnight anchors, marina nights, and time ashore in Key West. Unlike our non-stop offshore passages, this cruise emphasizes coastal navigation, anchoring, docking, and the daily rhythm of island cruising. You will sail along the Florida reef tract with planned stops at Rodriguez Key, Long Key, Marathon, Bahia Honda, and Key West. A snorkeling stop is planned between Rodriguez Key and Long Key when conditions permit. As working crew, you will participate in steering, sail trim, navigation, anchoring, docking, weather monitoring, logkeeping, cooking, and cleaning. This is an excellent trip for building coastal cruising confidence in clear subtropical waters. Please call Jason (843-241-6874) if you have any questions or would like to learn more. Are you following the ASA curriculum? If you qualify you may: add ASA104 Bareboat Cruising ($600 per person) or ASA106 Advanced Coastal Cruising ($800 per person) to your monohull passage

$3,200 / $4,6009 Days3 of 3 available
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Passage

Biscayne Bay to Key West

Coastal

4/7/2028 - 4/15/2028

Join us for a classic Florida Keys coastal cruise from Biscayne Bay to Key West. This island-hopping adventure covers approximately 140 nautical miles over nine days, blending day sails, overnight anchors, marina nights, and time ashore in Key West. Unlike our non-stop offshore passages, this cruise emphasizes coastal navigation, anchoring, docking, and the daily rhythm of island cruising. You will sail along the Florida reef tract with planned stops at Rodriguez Key, Long Key, Marathon, Bahia Honda, and Key West. A snorkeling stop is planned between Rodriguez Key and Long Key when conditions permit. As working crew, you will participate in steering, sail trim, navigation, anchoring, docking, weather monitoring, logkeeping, cooking, and cleaning. This is an excellent trip for building coastal cruising confidence in clear subtropical waters. Please call Jason (843-241-6874) if you have any questions or would like to learn more. Are you following the ASA curriculum? If you qualify you may: add ASA104 Bareboat Cruising ($600 per person) or ASA106 Advanced Coastal Cruising ($800 per person) to your monohull passage

$3,200 / $4,6009 Days3 of 3 available
View DetailsReserve
Passage

Key West, FL to Myrtle Beach, SC

Offshore

4/21/2028 - 4/30/2028

Complete the South Florida season with a rewarding offshore return from Key West, Florida, to Myrtle Beach, South Carolina. This approximately 630-nautical-mile non-stop passage is often one of the most memorable legs of the season, with the goal of catching a ride on the clear north-bound Gulf Stream to increase sailing speed and improve arrival time. Fishing while underway during the day and stargazing at night typically complete this trip. If time and conditions allow, we may make a pit stop for the night in Charleston, SC. Your adventure begins with arrival at the boat on April 21 or April 22, 2028. After familiarization and provisioning, we depart Key West on April 23. Expected arrival in Myrtle Beach is April 28 or April 29, with departure from the boat on April 30. As a valued working crew member, you will actively engage in all facets of the journey: watchstanding, steering and helming, sail trimming, navigation, weather monitoring, logbook recording, cooking, and cleaning. Whether you are building offshore experience or refining advanced skills, this passage offers a challenging and rewarding educational environment. If you qualify, you may add ASA 106 Advanced Coastal Cruising ($800 per person) to your passage. Conditions can dictate schedule changes while underway. Please call Jason (843-241-6874) if you have any questions or would like to learn more.

$3,200 / $4,60010 Days3 of 3 available
View DetailsReserve