Save 15% on a 7-night charter aboard PENNY JO over Mother’s Day.
Celebrate Mother’s Day in style aboard PENNY JO, a Bahamas-based 2022 Bali 44 accommodating up to 6 guests in 3 cabins. Enjoy 15% off a 7-night charter starting May 2 or May 3, 2026, perfectly timed for a memorable holiday on the water.
Save 10% off July charters aboard SERENITY 4.8.
Set sail aboard SERENITY 4.8, a Virgin Islands-based 2022 Bali 4.8 designed for up to 8 guests in 4 cabins, and enjoy 10% off charters booked and started in July 2026. It’s the perfect chance to plan a midsummer escape filled with island breezes, turquoise water, and relaxed luxury at a special rate.
Save 10% on charters aboard MERRY-TIME this April and May.
MERRY-TIME is offering 10% off charters taking place in April and May, with a 5-night minimum. A wonderful opportunity to enjoy a spring escape aboard this inviting Virgin Islands yacht at a special rate.
Enjoy $1,000 off your USVI-only charter — now priced a full $3,000 less than a BVI itinerary.
Set sail aboard DELANA MAE and take advantage of special savings on USVI-only charters of 5 nights or more. The USVI route is already $2,000 less than the BVI rate, and with this limited-time $1,000 discount, you save a total of $3,000 by choosing a USVI adventure. This offer is available for trips booked and completed now through the first week of May.
Take $1,000 off your summer getaway in the Grenada & Grenadines.
Plan a warm-weather escape aboard DELANA MAE and enjoy $1,000 off charters sailing June through August in the breathtaking Grenada & Grenadines. With an open calendar through August 19, 2026, now is the perfect time to explore turquoise waters, secluded anchorages, and postcard-perfect islands.
As a small token of our appreciation, Charter Smarter is proud to offer $500 off the retail rate on any new yacht charter booking for those who serve and protect our communities and country.
Whether you’re ready for a family getaway, a special celebration, or simply time to relax and recharge, our crewed yacht charters are designed to make every detail effortless — so you can focus on enjoying the experience.
We’re celebrating our island community with a special thank you—USVI and BVI residents receive $1,000 off any crewed yacht charter booked and completed this season.
Whether you’re planning a staycation with a twist or hosting visiting friends in style, now’s the perfect time to experience the Caribbean like never before—on your own terms, in your own backyard.
Save 15% on a 7-night charter aboard PENNY JO over Mother’s Day.
Celebrate Mother’s Day in style aboard PENNY JO, a Bahamas-based 2022 Bali 44 accommodating up to 6 guests in 3 cabins. Enjoy 15% off a 7-night charter starting May 2 or May 3, 2026, perfectly timed for a memorable holiday on the water.
Booking Details
- 15% off the standard charter rate
- Valid for charters starting May 2 or May 3, 2026
- Accommodates up to 6 guests in 3 cabins
- Minimum 7-night charter required
- Cannot be combined with other offers
- Subject to availability and standard charter terms
📩 Ready to plan your escape?
Please call (844) 204-9846 or email [email protected]
Save 10% off July charters aboard SERENITY 4.8.
Set sail aboard SERENITY 4.8, a Virgin Islands-based 2022 Bali 4.8 designed for up to 8 guests in 4 cabins, and enjoy 10% off charters booked and started in July 2026. It’s the perfect chance to plan a midsummer escape filled with island breezes, turquoise water, and relaxed luxury at a special rate.
Booking Details
- 10% off the standard charter rate
- Valid for charters booked and started in July 2026
- Accommodates up to 8 guests in 4 cabins
- Minimum 5-night charter required
- Cannot be combined with other offers
- Subject to availability and standard charter terms
📩 Ready to plan your escape?
Please call (844) 204-9846 or email [email protected]
Save 10% on charters aboard MERRY-TIME this April and May.
MERRY-TIME is offering 10% off charters taking place in April and May, with a 5-night minimum. A wonderful opportunity to enjoy a spring escape aboard this inviting Virgin Islands yacht at a special rate.
Booking Details
- 10% off the standard charter rate
- Valid for charters taking place in April and May
- Minimum 5-night charter required
- Cannot be combined with other offers
- Subject to availability and standard charter terms
📩 Ready to plan your escape?
Please call (844) 204-9846 or email [email protected]
Enjoy $1,000 off your USVI-only charter — now priced a full $3,000 less than a BVI itinerary.
Set sail aboard DELANA MAE and take advantage of special savings on USVI-only charters of 5 nights or more. The USVI route is already $2,000 less than the BVI rate, and with this limited-time $1,000 discount, you save a total of $3,000 by choosing a USVI adventure. This offer is available for trips booked and completed now through the first week of May.
Offer Details:
- $1,000 off USVI-only charters of 5+ nights
- USVI pricing totals $3,000 in savings compared to BVI routes
- Valid for charters booked and completed now through the first week of May
- Cannot be combined with other offers
Contact us now to reserve your preferred dates before they’re gone!
Please call (844) 204-9846 or email [email protected]
Take $1,000 off your summer getaway in the Grenada & Grenadines.
Plan a warm-weather escape aboard DELANA MAE and enjoy $1,000 off charters sailing June through August in the breathtaking Grenada & Grenadines. With an open calendar through August 19, 2026, now is the perfect time to explore turquoise waters, secluded anchorages, and postcard-perfect islands.
Offer Details:
- $1,000 off charters in Grenada & the Grenadines
- Valid for sailings June–August (open through Aug 19, 2026)
- Cannot be combined with other offers
Contact us now to reserve your preferred dates before they’re gone!
Please call (844) 204-9846 or email [email protected]
As a small token of our appreciation, Charter Smarter is proud to offer $500 off the retail rate on any new yacht charter booking for those who serve and protect our communities and country.
Whether you’re ready for a family getaway, a special celebration, or simply time to relax and recharge, our crewed yacht charters are designed to make every detail effortless — so you can focus on enjoying the experience.
Who Qualifies?
Active Duty & Veteran Military • Police & Federal Agents • Firefighters • EMTs & Paramedics
Booking Details
- $500 off the retail rate of any charter
- Stack this $500 savings with other specials for even bigger value
- Excludes Christmas and New Years Charters
You’ve taken care of others — now let us take care of you.
Please call (844) 204-9846 or email [email protected]
We’re celebrating our island community with a special thank you—USVI and BVI residents receive $1,000 off any crewed yacht charter booked and completed this season.
Whether you’re planning a staycation with a twist or hosting visiting friends in style, now’s the perfect time to experience the Caribbean like never before—on your own terms, in your own backyard.
Offer Details:
- Must provide proof of USVI or BVI residency
- Cannot be combined with other promotions
Let’s get you out on the water—contact us today to start planning!
Please call (844) 204-9846 or email [email protected]
