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Sailing Destinations

Cruising Guides | Yacht Charter Trip Reports | Bareboat Sailing Itineraries

Sunset at Setting Point in Anegada

British Virgin Islands

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Sunset at Green Beach Vieques

Spanish Virgin Islands

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Magens Bay USVI in St Thomas

US Virgin Islands

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Fowl Cay anchorage Exuma Bahamas

Exuma Bahamas

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Fort Jefferson Dry Tortugas

Florida Keys & Key West

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Top Destination Guides

Our favorite bareboat charter sailing trip destinations include the British Virgin Islands, Exumas Bahamas, and Spanish Virgin Islands.

USVI Bareboat Charter

USVI Bareboat Charter: November Sailing Yacht Adventure

Christmas Cove anchorage on our USVI bareboat charter in the US Virgin Islands

When is the Best Time to Visit the US Virgin Islands?

Sailing from Key West to the Dry Tortugas

Sailing from Key West to Dry Tortugas: What to Expect?

Virgin Gorda Sound sunset with Saba Rock in the background (Pre-Irma)

Bareboat Charter Guide for Beginners: How to Take Your First Sailing Vacation

Norman Island British Virgin Islands | 5 Ways to Experience

5 Ways to Experience Norman Island, British Virgin Islands

Sunset at Green Beach Vieques

Sailing in Puerto Rico: Spanish Virgin Islands Cruising Guide

Top 7 BVI Webcams to Check in on the Action

The BVI Beach Top 10 List

Sailing Southern California - San Diego Bareboat Charter

Sailing in Southern California on a San Diego Bareboat Charter

san diego sailing conditions

San Diego Sailing Conditions

Where to go Sailing During Hurricane Season

Best Caribbean Bareboat Charter Destinations

The Best Caribbean Bareboat Charter Destinations

A typical day representing the best time to visit the British Virgin Islands

When is the Best Time to Visit the British Virgin Islands?

Lounging on the trampoline in the British Virgin Islands

5 Ways the British Virgin Islands’ Vibe is Changing

Sailing in Hawaii on a bareboat charter

Sailing in Hawaii: Is a Bareboat Charter Possible?

Ladies at Flamenco Beach

Top 5 Culebra Anchorages in the Spanish Virgin Islands

Fowl Cay anchorage

Top Exuma Anchorages to Drop the Hook

Brewers Bay in the British Virgin Islands

BVI Redlined: What Areas are Off-Limits?

Exuma fishing tips: filleting a wahoo in the Exumas

Exuma Fishing Tips: How to Catch More Fish in the Bahamas

Anchorage in Anegada at Setting Point

Sailing to Anegada: How to Navigate to and Visit the Sunken Island

Sailing to St Croix: East End on St Croix USVI

Sailing to St. Croix: A Fresh USVI and SVI Sailing Itinerary

painkillers at the soggy dollar bar in white bay jost van dyke

Is White Bay in Jost Van Dyke too Dangerous to Anchor?

The Tobago Cays: An Essential Guide to the Grenadines Gem

Virgin Gorda Sound BVI

BVI Sailing Itinerary: The Perfect Week in the British Virgin Islands

Wahoo caught on the drop in the Exumas sound

Sailing the Exumas: Bareboat Charter in December

Fowl Cay anchorage Exuma Bahamas

Exumas Cruising Guide: Our Favorite Bahamas Sailing Destination

Benures-Bay-Sunset

Our Favorite Secret BVI Anchorages: Escape from the Crowds

Drone shot of Garden Key and Fort Jefferson at sunset

Bareboat Charter Key West | Sailing Trip Adventure to the Dry Tortugas