Honeymoon Sailing Trips & Anniversary Charters

Enjoy a romantic getaway that you and your loved one will never forget.

Charter a private yacht for your romantic honeymoon or anniversary trip! Carefree Yacht Charters^® recommends several top yachts and crews that specifically cater to honeymoon and anniversary couples, some occasionally providing extra discount incentives or perhaps extra services for romantic charters. View our yacht specials page to view our current honeymoon/anniversary specials.

The Virgin Islands offers an idyllic setting for your sailing honeymoon or anniversary trip with a new island destination each day, plus a variety of secluded anchorages and beaches to choose from and explore during your charter. Rest assured that the professional crews aboard our charter yachts will ensure couples are provided with the perfect blend of top-notch as well as discreet service to suit your needs.

While aboard your private yacht you can indulge in wide array of activities including snorkeling, sailing, hiking, beachcombing, a private picnic on the beach, scuba diving, or simply relax and take in the fabulous scenery each day. Either way, your professional crew is there to cater to your every whim and ensure that this very special vacation is one to remember for a lifetime.

Call us in our South Florida office at 954-980-9281, Toll Free at 888-670-6884, or complete our Quick Request Form to book your honeymoon trip.

A repeat client and couple that we booked aboard 52' Catamaran Oui Cherie in June 2020 said:

Lynne: After one week off our Oui Cherie charter, we are ready to go back for a month. We were promised a romantic week, and our Captains did not disappoint. We would welcome the opportunity to sail with them again and feel honored to consider them as friends.
John H., Florida

Sampling Of Our Popular Honeymoon Choices

High-End Exclusive Suggestions

TELLSTAR

2019, 77' Lagoon Catamaran
Accommodates up to 8 guests
1 Queen Master Suite plus 3 additional Queen cabins (1 convertible to Twin on request)
Crew of 3 & Fly-bridge deck
On-board scuba diving for certified guests
Rates from $61,000 to $69,500

ZINGARA

2006, 76' Silhouette Catamaran
Accommodates up to 10 guests
1 King Master Suite plus 4 Queen cabins (1 converts to Twin)
Crew of 4 & Fly-bridge deck
Fab feedback for this crew!
On-board diving & instruction
Rates from $42,800 to $49,100

MUCHO GUSTO

2019, 65' Horizon Power Catamaran
Accommodates up to 6 guests
1 King Master Suite, 1 VIP Queen Suite, plus 1 Twin cabin that's convertible to a King on request
Crew of 2
Fly-bridge deck
BVI Winter & Bahamas Summer
Rates from $35,000 to $39,000

ALLURE 64

2020, 64' Privilege Catamaran
Accommodates up to 6 guests
1 King Master Suite plus 2 Queen cabins
Crew of 3
Fly-bridge deck
High-end amenities & service
Multi-award winning Chef!
Rates from $29,500 to $37,000

LE REVE L620 ESSENCE

2017, 62' Lagoon Essence Catamaran
Accommodates up to 6 guests in 1 Master Queen Suite plus 2 Queen cabins
Crew of 2
Fly-bridge deck
High end Owner upgrades!
Rates from $34,000 to $38,000

Mid-Range Luxury Options

SEA BOSS

2016, 60' Horizon Power Catamaran
Accommodates up to 6 guests in 1 King Master Suite, 1 Queen VIP cabin, plus 1 side by side Twin cabin, convertible to King
Crew of 2
Fly-bridge deck
Excellent choice for families and/or foodies!
Rates from $30,500 to $35,000

KELEA Special Offer

1996, 65' Privilege Catamaran
Recent refit and high-end finishes
Accommodates up to 10 guests in 1 Master King Suite plus 4 Queen cabins
Crew of 2
On-board scuba diving
The crew makes this yacht!
Rates from $24,500 to $30,500

PORT TO VINO

2016 Fontaine Pajot Catamaran
Accommodates up to 8 guests
1 Master King Suite plus 3 Queen cabins
Crew of 2 & Fly-bridge deck
On-board instructor offering diving for certified guests
Yacht known for food, wine & service
Rates from $20,000 to $28,000

ODYSSEA

2012 Fontaine Pajot Catamaran
Accommodates up to 8 guests
1 Master King Suite plus 3 Queen cabins
Crew of 2
Fly-bridge deck
On-board diving for certified guests
Fabulous feedback for this Captain & yacht!
Rates from $23,000 to $26,500

LUAR

2006, 61' Privilege catamaran
Accommodates up to 6 guests in 1 Master King Suite plus 2 additional King cabins
Crew of 2
Fly-bridge deck
Lovely amenities & high-end finishes
Carefree Foodie Pick!
Rates from $23,750 to $27,950

More Affordable Recommendations

GRACE Lagoon 52 Special Offer

2020, 52' Lagoon Catamaran
Accommodates up to a maximum of 6 guests in 1 Master Queen Suite, 2 Queen cabins plus the availability of an upper/lower Twin for kids
Fly-bridge deck
Amazing Foodie Pick plus scuba diving & instruction
Rates from $23,000 to $26,000

OUI CHERIE Special Offer

2017, 52' Lagoon Catamaran
Accommodates up to 6 guests
1 Queen Master Suite plus 2 Queen cabins
Crew of 2
Fly-bridge deck
On-board scuba & instruction
Ask us about this yacht & crew combo!
Rates from $18,000 to $24,500

SCUBA DOO 50 Special Offer

2021 50' Lagoon Catamaran
Accommodates up to 8 guests
4 Queens or 3 Queens and 1 Double
Crew of 2 & Fly-bridge deck
On-board scuba for certified guests
Best in 2020 USVI Show in size range!
Rates from $17,000 to $24,000

GREAT ADVENTURE Special Offer

2014 45' Lagoon Catamaran
Accommodates up to 6 guests
3 Queen cabins
Crew of 2
Raised helm & seating area
On-board scuba diving for certified guests
A favorite affordable pick!
Rates from $14,500 to $17,500

View all Yacht Options View all Yacht Special Offers

More From Carefree Yacht Charters^®

Enjoy a romantic getaway that you and your loved one will never forget.

Other Destinations

Consider a honeymoon or anniversary charter in the Virgin Islands, including our popular BVI yacht charters, St. Maarten or the Grenadines, each offering a slightly different flair.

Yacht Styles

Enjoy the islands aboard one of our catamarans or power catamarans. Learn more about our various yacht styles.

The Crewed Charter Yacht Experience

Personalized and private, embark on the vacation of a lifetime! Learn more about what these crewed charters offer.